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DP IB Chemistry: HL

Revision Notes

Home / IB / Chemistry: HL / DP / Revision Notes / 20. HL Organic Chemistry / 20.3 Stereoisomerism / 20.3.2 Cis-Trans & E/Z Isomers


20.3.2 Cis-Trans & E/Z Isomers


Cis-Trans & E/Z Isomers

  • Configurational isomerism can be seen in unsaturated compounds, cyclic structures or compounds that contain at least one asymmetric carbon (sometimes called a chiral centre)
    • These structures have the same molecular formula and order of atoms (the atoms are connected similarly to each other) but different shapes

  • As previously discussed, these can be grouped into further types of isomers:
    • Cis / trans
    • E / Z
    • Optical

Exam Tip

You may still see the term geometric isomers being used when talking about some configurational isomers This was recommended by IUPAC but it is now obsolete and being replaced with cis-trans isomers and E / Z isomers

Cis / trans isomers

  • In saturated compounds, the atoms / functional groups attached to the single, σ-bonded carbons are not fixed in their position due to the free rotation about the C-C σ-bond
    • This causes conformational isomers, as previously discussed

  • In unsaturated compounds, the groups attached to the C=C carbons remain fixed in their position
    • This is because free rotation of the bonds about the C=C bond is not possible due to the presence of a π bond

  • Cis / trans nomenclature can be used to distinguish between the isomers
    • Cis isomers have two functional groups on the same side of the double bond / carbon ring, i.e. both above the C=C bond or both below the C=C bond
    • Trans isomers have two functional groups on opposite sides of the double bond / carbon ring, i.e. one above and one below the C=C bond

 

An Introduction to AS Level Organic Chemistry Geometrical Isomers Unsaturated Compounds, downloadable AS & A Level Chemistry revision notes

The presence of a π bond in unsaturated compounds restricts rotation about the C=C bond forcing the groups to remain fixed in their position and giving rise to the formation of certain configurational isomers

Naming cis / trans isomers

  • For cis / trans isomers to exist, we need two different atoms or groups of atoms on either side of the C=C bond
    • This means that 2-methylpropene cannot have cis / trans isomers as the methyl groups are both on the same side of the C=C bond:

2-methylpropene, downloadable IB Chemistry revision notes

2-methylpropene molecules do not have cis / trans isomers

  • However, moving one of the methyl groups to the other side of the C=C bond causes cis / trans isomerism:

20-3-2-cis-and-trans-isomers-of-but-2ene  

But-2-ene does have cis / trans isomers

  • The atoms or groups of atoms on either side of the C=C bond do not have to be the same for cis / trans isomers:

20-3-2-cis-and-trans-isomers-of-1-chloroprop-1-ene

1-chloroprop-1-ene also shows cis / trans isomerism

  • However, the cis / trans naming system starts to fail once we have more than one atom or group of atoms on either side of the C=C bond
    • The cis / trans naming system can still be used with three atoms / groups of atoms but only if:
        • Two of the three atoms or groups of atoms are the same
        • These two atoms or groups of atoms are on opposite sides of the double bond
      20-3-2-cis-and-trans-12-dichloropropene

1,2-dichloropropene can be named using cis / trans 

    • The cis / trans naming system cannot be used with three atoms / groups of atoms when they are all different
      • This requires the use of the E / Z naming system

1-bromo-2-chloropropene, downloadable IB Chemistry revision notes

1-bromo-2-chloropropene cannot be named using cis / trans 

Exam Tip

Although not part of this topic, the relationship between cis / trans isomers, their packing and melting points is applicable to the Option B: Biochemistry topicCis / trans isomerism affects the intermolecular forces by introducing a dipole moment between molecules, not just London dispersion forces. This will affect the packing of the molecules as well as physical properties such as melting and boiling point

Cyclic cis / trans isomers

  • Cis / trans isomerism can also occur in cyclic structures
    • Even though cyclic alkanes contain single carbon-carbon bonds, the rigid structure of the ring system does not allow for free rotation
        • Therefore, cis isomers can occur when the atoms (or groups of atoms) are on the same side of the ring, i.e. both above or both below
        • While trans isomers can occur when the atoms (or groups of atoms) are on the opposite side of the ring, i.e. one above and one below
      20-3-2-cis---trans-isomerism-in-cyclic-compounds-120-3-2-cis---trans-isomerism-in-cyclic-compounds-2

Cis / trans isomerism in cyclic compounds

E / Z isomers

  • To discuss E / Z isomers, we will use an alkene of the general formula C2R4:

20-3-2-general-alkene-c2r4

The general alkene, C2R4

  • When the groups R1, R2, R3 and R4 are all different (i.e. R1 ≠ R2 ≠ R3 ≠ R4), we have to use the E / Z naming system
    • This is based on Cahn-Ingold-Prelog (CIP) priority rules

  • To do this, we look at the atomic number of the first atom attached to the carbon in question
    • The higher the atomic number; the higher the priority

  • For example, 2-bromo-1-propen-1-ol has four different atoms or groups of atoms attached to the C=C bond
    • This means that it can have two different displayed formulae:

2-bromo-1-propen-1-ol, downloadable IB Chemistry revision notes

2-Bromo-1-propen-1-ol (compounds A and B)

Compound A

  • Step 1: Apply the CIP priority rules
    • Look at R1 and R3:
      • Bromine has a higher atomic number than hydrogen so bromine has priority

    • Look at R2 and R4:
      • Oxygen has a higher atomic number than carbon so oxygen has priority

  • Step 2: Deduce E or Z
    • E isomers have the highest priority groups on opposite sides of the C=C bond, i.e. one above and one below
      • The E comes from the German word "entgegen" meaning opposite

    • Z isomers have the highest priority groups on the same side of the C=C bond, i.e. both above or both below
      • The Z comes from the German word "zusammen" meaning together

    • In compound A, the two highest priority groups are on opposite sides (above and below) the C=C bond
      • Therefore, compound A is E-2-bromo-1-propen-1-ol

Compound B

  • Step 1: Apply the CIP priority rules
    • Look at R1 and R3:
      • Bromine has a higher atomic number than hydrogen so bromine has priority

    • Look at R2 and R4:
      • Oxygen has a higher atomic number than carbon so oxygen has priority

  • Step 2: Deduce E or Z
    • In compound B, the two highest priority groups are on the same side (both below) the C=C bond
      • Therefore, compound B is Z-2-bromo-1-propen-1-ol

More complicated E / Z isomers

  • Compound X exhibits E / Z isomerism:

20-3-2-compound-x

Compound X

  • Step 1: Apply the CIP priority rules
    • Look at R1 and R3:
      • Carbon is the first atom attached to the C=C bond, on the left hand side

    • Look at R2 and R4:
      • Carbon is the first atom attached to the C=C bond, on the right hand side

    • This means that we cannot deduce if compound X is an E or Z isomer by applying the CIP priority rules to the first atom attached to the C=C bond
      • Therefore, we now have to look at the second atoms attached

    • Look again at R1 and R3:
      • The second atoms attached to R1 are hydrogens and another carbon
      • The second atoms attached to R3 are hydrogens and bromine
      • We can ignore the hydrogens as both R groups have hydrogens
      • Bromine has a higher atomic number than carbon, so bromine is the higher priority
        • Therefore, the CH2Br group has priority over the CH3CH2 group

    • Look again at R2 and R4:
      • The second atoms attached to R2 are hydrogens
      • The second atoms attached to R3 are hydrogens and an oxygen
      • Oxygen has a higher atomic number than hydrogen, so oxygen is the higher priority
        • Therefore, the CH2OH group has priority over the CH3 group

  • Step 2: Deduce E or Z
    • In compound X, the two highest priority groups are on the same side (both below) the C=C bond
      • Therefore, compound X is the Z isomer



  • 1. Stoichiometric Relationships
    • 1.1 Matter, Chemical Change & the Mole Concept
      • 1.1.1 Elements, Compounds & Mixtures
        • 1.1.2 Equations
          • 1.1.3 State Changes
            • 1.1.4 The Mole Concept
              • 1.1.5 Moles-Mass Problems
                • 1.1.6 Empirical Formulae
                • 1.2 Reacting Masses & Volumes
                  • 1.2.1 Reacting Masses
                    • 1.2.2 Reaction Yields
                      • 1.2.3 Avogadro's Law & Molar Gas Volume
                        • 1.2.4 The Ideal Gas Equation
                          • 1.2.5 Gas Law Relationships
                            • 1.2.6 Real Gases
                              • 1.2.7 Standard Solutions
                                • 1.2.8 Concentration Calculations
                                  • 1.2.9 Titrations
                                • 2. Atomic Structure
                                  • 2.1 Atomic & Electronic Structure
                                    • 2.1.1 The Nuclear Atom
                                      • 2.1.2 Deducing Subatomic Particles
                                        • 2.1.3 Relative Atomic Mass Calculations
                                          • 2.1.4 The Electromagnetic Spectrum
                                            • 2.1.5 Emission Spectra
                                              • 2.1.6 Energy Levels & Sublevels
                                                • 2.1.7 Sublevels & Orbitals
                                                  • 2.1.8 Writing Electron Configurations
                                                • 3. Periodicity
                                                  • 3.1 The Periodic Table & Periodic Trends
                                                    • 3.1.1 The Periodic Table
                                                      • 3.1.2 Periodic Trends: Physical - Atomic & Ionic Radius
                                                        • 3.1.3 Periodic Trends: Physical - Ionisation Energy
                                                          • 3.1.4 Periodic Trends: Physical - Electron Affinity
                                                            • 3.1.5 Periodic Trends: Physical - Electronegativity
                                                              • 3.1.6 Periodic Trends: Chemical
                                                              • 3.2 Oxides, Group 1 & Group 17
                                                                • 3.2.1 Periodic Trends: Oxides Across a Period
                                                                  • 3.2.2 Periodic Trends: Group 1 - The Alkali Metals
                                                                    • 3.2.3 Periodic Trends: Group 17 - The Halogens
                                                                  • 4. Chemical Bonding & Structure
                                                                    • 4.1 Ionic & Covalent Bonding
                                                                      • 4.1.1 Forming Ions
                                                                        • 4.1.2 Ionic Compounds
                                                                          • 4.1.3 Formulae & Names of Ionic Compounds
                                                                            • 4.1.4 Covalent Bonds
                                                                              • 4.1.5 Bond Polarity
                                                                                • 4.1.6 Lewis Structures
                                                                                • 4.2 Resonance, Shapes & Giant Structures
                                                                                  • 4.2.1 Resonance Structures
                                                                                    • 4.2.2 Shapes of Molecules
                                                                                      • 4.2.3 Predicting Molecular Shapes
                                                                                        • 4.2.4 Molecular Polarity
                                                                                          • 4.2.5 Giant Covalent Structures
                                                                                          • 4.3 Intermolecular Forces & Metallic Bonding
                                                                                            • 4.3.1 Types of Intermolecular Forces
                                                                                              • 4.3.2 Deducing Intermolecular Forces
                                                                                                • 4.3.3 Properties of Covalent Compounds
                                                                                                  • 4.3.4 Metallic Bonding
                                                                                                    • 4.3.5 Trends in Melting Points of Metals
                                                                                                      • 4.3.6 Alloys & their Properties
                                                                                                    • 5. Energetics/ Thermochemistry
                                                                                                      • 5.1 Energetics
                                                                                                        • 5.1.1 Energy Changes in Reactions
                                                                                                          • 5.1.2 Standard Enthalpy Change
                                                                                                            • 5.1.3 Calorimetry
                                                                                                              • 5.1.4 Calorimetry Experiments
                                                                                                              • 5.2 Hess's Law
                                                                                                                • 5.2.1 Hess's Law
                                                                                                                  • 5.2.2 Using Hess's Law - Cycles
                                                                                                                    • 5.2.3 Using Hess's Law - Equations
                                                                                                                      • 5.2.4 Using ∆Hf° to Find Enthalpy Changes
                                                                                                                      • 5.3 Bond Enthalpy
                                                                                                                        • 5.3.1 Bond Enthalpy
                                                                                                                          • 5.3.2 Bond Enthalpy Calculations
                                                                                                                            • 5.3.3 Energy Profiles
                                                                                                                              • 5.3.4 Case Study: Ozone
                                                                                                                            • 6. Chemical Kinetics
                                                                                                                              • 6.1 Chemical Kinetics
                                                                                                                                • 6.1.1 Collision Theory
                                                                                                                                  • 6.1.2 Rate of Reaction
                                                                                                                                    • 6.1.3 Measuring Rates
                                                                                                                                      • 6.1.4 Activation Energy
                                                                                                                                        • 6.1.5 Rate Experiments
                                                                                                                                          • 6.1.6 Explaining Rates
                                                                                                                                            • 6.1.7 Maxwell-Boltzmann Curves
                                                                                                                                              • 6.1.8 Energy Profiles & Catalysis
                                                                                                                                            • 7. Equilibrium
                                                                                                                                              • 7.1 Equilibrium
                                                                                                                                                • 7.1.1 The State of Equilibrium
                                                                                                                                                  • 7.1.2 The Equilibrium Law
                                                                                                                                                    • 7.1.3 Equilibrium Constant Relationships
                                                                                                                                                      • 7.1.4 The Reaction Quotient
                                                                                                                                                        • 7.1.5 Le Chatelier's Principle
                                                                                                                                                          • 7.1.6 Catalysts & Equilibrium
                                                                                                                                                        • 8. Acids & Bases
                                                                                                                                                          • 8.1 Theories & Reactions of Acids & Bases
                                                                                                                                                            • 8.1.1 Brønsted–Lowry Acids & Bases
                                                                                                                                                              • 8.1.2 Conjugate Acid-Base Pairs
                                                                                                                                                                • 8.1.3 Characteristic Reactions of Acids
                                                                                                                                                                  • 8.1.4 Neutralization
                                                                                                                                                                  • 8.2 More About Acids
                                                                                                                                                                    • 8.2.1 Acid-base Titrations
                                                                                                                                                                      • 8.2.2 pH & [H⁺]
                                                                                                                                                                        • 8.2.3 Interpreting pH
                                                                                                                                                                          • 8.2.4 The Ionic Product of Water
                                                                                                                                                                            • 8.2.5 Acid-Base Calculations
                                                                                                                                                                              • 8.2.6 pH Meters & Universal Indicator
                                                                                                                                                                                • 8.2.7 Strong & Weak Acids & Bases
                                                                                                                                                                                  • 8.2.8 Comparing Strong & Weak Acids
                                                                                                                                                                                  • 8.3 Acid Deposition
                                                                                                                                                                                    • 8.3.1 Acid Deposition
                                                                                                                                                                                      • 8.3.2 Effects of Acid Deposition
                                                                                                                                                                                        • 8.3.3 Reducing Sulfur Oxide Emissions
                                                                                                                                                                                      • 9. Redox Processes
                                                                                                                                                                                        • 9.1 Redox Processes
                                                                                                                                                                                          • 9.1.1 Oxidation & reduction
                                                                                                                                                                                            • 9.1.2 Deducing Oxidation Numbers
                                                                                                                                                                                              • 9.1.3 Oxidizing & Reducing agents
                                                                                                                                                                                                • 9.1.4 Naming Transition Metal Compounds
                                                                                                                                                                                                  • 9.1.5 Half Equations
                                                                                                                                                                                                    • 9.1.6 The Activity Series
                                                                                                                                                                                                      • 9.1.7 Redox Titrations
                                                                                                                                                                                                        • 9.1.8 The Winkler Method
                                                                                                                                                                                                          • 9.1.9 Voltaic Cells
                                                                                                                                                                                                            • 9.1.10 Electrolytic Cells
                                                                                                                                                                                                          • 10. Organic Chemistry
                                                                                                                                                                                                            • 10.1 Fundamentals of Organic Chemistry
                                                                                                                                                                                                              • 10.1.1 Homologous Series
                                                                                                                                                                                                                • 10.1.2 Understanding Organic Molecules
                                                                                                                                                                                                                  • 10.1.3 Nomenclature
                                                                                                                                                                                                                    • 10.1.4 Organic Families - Hydrocarbons
                                                                                                                                                                                                                      • 10.1.5 Organic Families - Halogenoalkanes
                                                                                                                                                                                                                        • 10.1.6 Organic Families - Alcohols & Ethers
                                                                                                                                                                                                                          • 10.1.7 Organic Families - Carbonyls
                                                                                                                                                                                                                            • 10.1.8 Organic Families - Carboxylic Acids & Esters
                                                                                                                                                                                                                              • 10.1.9 Organic Families - Organic Nitrogen Compounds
                                                                                                                                                                                                                                • 10.1.10 3-D modelling
                                                                                                                                                                                                                                  • 10.1.11 Primary, Secondary & Tertiary atoms
                                                                                                                                                                                                                                    • 10.1.12 Benzene
                                                                                                                                                                                                                                    • 10.2 Functional Group Chemistry
                                                                                                                                                                                                                                      • 10.2.1 Alkanes - Combustion
                                                                                                                                                                                                                                        • 10.2.2 Alkanes - Halogenation
                                                                                                                                                                                                                                          • 10.2.3 Alkenes - Reactivity
                                                                                                                                                                                                                                            • 10.2.4 Alkenes - Hydrogenation
                                                                                                                                                                                                                                              • 10.2.5 Alkenes - Halogenation
                                                                                                                                                                                                                                                • 10.2.6 Alkenes - Hydrohalogenation
                                                                                                                                                                                                                                                  • 10.2.7 Alkenes - Hydration
                                                                                                                                                                                                                                                    • 10.2.8 Addition Polymers
                                                                                                                                                                                                                                                      • 10.2.9 Alcohols - Combustion
                                                                                                                                                                                                                                                        • 10.2.10 Alcohols - Oxidation
                                                                                                                                                                                                                                                          • 10.2.11 Alcohols - Esterification
                                                                                                                                                                                                                                                            • 10.2.12 Halogenoalkanes
                                                                                                                                                                                                                                                              • 10.2.13 Reactions of Benzene
                                                                                                                                                                                                                                                            • 11. Measurements & Data Processes
                                                                                                                                                                                                                                                              • 11.1 Spectroscopic Identification
                                                                                                                                                                                                                                                                • 11.1.1 Index of Hydrogen Deficiency
                                                                                                                                                                                                                                                                  • 11.1.2 Mass Spectrometry
                                                                                                                                                                                                                                                                    • 11.1.3 Nuclear Magnetic Resonance Spectroscopy
                                                                                                                                                                                                                                                                      • 11.1.4 Infrared Spectroscopy
                                                                                                                                                                                                                                                                      • 11.2 Synoptic Data Handling & Graphical Skills
                                                                                                                                                                                                                                                                        • 11.2.1 Recording Data
                                                                                                                                                                                                                                                                          • 11.2.2 Processing Errors
                                                                                                                                                                                                                                                                            • 11.2.3 Reducing the Impact of Errors
                                                                                                                                                                                                                                                                              • 11.2.4 Percentage Error
                                                                                                                                                                                                                                                                                • 11.2.5 Drawing Graphs
                                                                                                                                                                                                                                                                                  • 11.2.6 Analysing Graphs
                                                                                                                                                                                                                                                                                • 12. HL Atomic Structure
                                                                                                                                                                                                                                                                                  • 12.1 Electrons in Atoms
                                                                                                                                                                                                                                                                                    • 12.1.1 Emission Spectra & First Ionisation Energy
                                                                                                                                                                                                                                                                                      • 12.1.2 Ionisation Energy Trends
                                                                                                                                                                                                                                                                                    • 13. HL The Periodic Table- Transition Metals
                                                                                                                                                                                                                                                                                      • 13.1 Transition Metals
                                                                                                                                                                                                                                                                                        • 13.1.1 Transition Elements
                                                                                                                                                                                                                                                                                          • 13.1.2 Variable Oxidation States
                                                                                                                                                                                                                                                                                            • 13.1.3 Complex Ions
                                                                                                                                                                                                                                                                                              • 13.1.4 Catalytic & Magnetic Properties
                                                                                                                                                                                                                                                                                                • 13.1.5 Colour in Transition Metals
                                                                                                                                                                                                                                                                                                  • 13.1.6 Factors Affecting Colour
                                                                                                                                                                                                                                                                                                • 14. HL Chemical Bonding & Structure
                                                                                                                                                                                                                                                                                                  • 14.1 More Structures & Shapes
                                                                                                                                                                                                                                                                                                    • 14.1.1 Covalent Bonds
                                                                                                                                                                                                                                                                                                      • 14.1.2 More Lewis Structures
                                                                                                                                                                                                                                                                                                        • 14.1.3 Further VSEPR Theory
                                                                                                                                                                                                                                                                                                          • 14.1.4 Formal Charge
                                                                                                                                                                                                                                                                                                          • 14.2 Further Aspects of Bonding
                                                                                                                                                                                                                                                                                                            • 14.2.1 Delocalisation & Resonance
                                                                                                                                                                                                                                                                                                              • 14.2.2 Ozone Revisited
                                                                                                                                                                                                                                                                                                                • 14.2.3 Hybrid Orbitals
                                                                                                                                                                                                                                                                                                              • 15. HL Energetics / Thermochemistry
                                                                                                                                                                                                                                                                                                                • 15.1 Energy Cycles
                                                                                                                                                                                                                                                                                                                  • 15.1.1 Key Enthalpy Terms
                                                                                                                                                                                                                                                                                                                    • 15.1.2 Born-Haber Cycles
                                                                                                                                                                                                                                                                                                                      • 15.1.3 Born-Haber Cycle Calculations
                                                                                                                                                                                                                                                                                                                        • 15.1.4 Dissolution Energy Cycles
                                                                                                                                                                                                                                                                                                                          • 15.1.5 Energy Changes in Aqueous Solutions
                                                                                                                                                                                                                                                                                                                          • 15.2 Entropy & Spontaneity
                                                                                                                                                                                                                                                                                                                            • 15.2.1 Entropy
                                                                                                                                                                                                                                                                                                                              • 15.2.2 Calculating Entropy Change
                                                                                                                                                                                                                                                                                                                                • 15.2.3 Gibbs Free Energy
                                                                                                                                                                                                                                                                                                                                  • 15.2.4 Spontaneous Reactions
                                                                                                                                                                                                                                                                                                                                    • 15.2.5 Free Energy & Equilibrium
                                                                                                                                                                                                                                                                                                                                  • 16. HL Chemical Kinetics
                                                                                                                                                                                                                                                                                                                                    • 16.1 Rate Expression & Reaction Mechanism
                                                                                                                                                                                                                                                                                                                                      • 16.1.1 Rate Equations
                                                                                                                                                                                                                                                                                                                                        • 16.1.2 Rate Constants
                                                                                                                                                                                                                                                                                                                                          • 16.1.3 Graphical Representations
                                                                                                                                                                                                                                                                                                                                            • 16.1.4 Rate Determining Step
                                                                                                                                                                                                                                                                                                                                              • 16.1.5 Mechanism Problems
                                                                                                                                                                                                                                                                                                                                              • 16.2 Activation Energy
                                                                                                                                                                                                                                                                                                                                                • 16.2.1 The Arrhenius Equation
                                                                                                                                                                                                                                                                                                                                                  • 16.2.2 Graphing the Arrhenius Equation
                                                                                                                                                                                                                                                                                                                                                    • 16.2.3 Activation Energy from Rate Constants
                                                                                                                                                                                                                                                                                                                                                  • 17. HL Equilibrium
                                                                                                                                                                                                                                                                                                                                                    • 17.1 The Equilibrium Law
                                                                                                                                                                                                                                                                                                                                                      • 17.1.1 Applying the Equilibrium Law
                                                                                                                                                                                                                                                                                                                                                        • 17.1.2 Gibbs Free Energy & the Equilibrium Constant
                                                                                                                                                                                                                                                                                                                                                      • 18. HL Acids & Bases
                                                                                                                                                                                                                                                                                                                                                        • 18.1 Further Aspects of Acids & Bases
                                                                                                                                                                                                                                                                                                                                                          • 18.1.1 Lewis Theory
                                                                                                                                                                                                                                                                                                                                                            • 18.1.2 pH Curves
                                                                                                                                                                                                                                                                                                                                                              • 18.1.3 Indicators
                                                                                                                                                                                                                                                                                                                                                                • 18.1.4 Buffers
                                                                                                                                                                                                                                                                                                                                                                  • 18.1.5 Salt Hydrolysis
                                                                                                                                                                                                                                                                                                                                                                  • 18.2 Calculations Involving Acids & Bases
                                                                                                                                                                                                                                                                                                                                                                    • 18.2.1 Acid & Base Dissociation Constants
                                                                                                                                                                                                                                                                                                                                                                      • 18.2.2 Acid & Base Problem Solving
                                                                                                                                                                                                                                                                                                                                                                    • 19. HL Redox Processes
                                                                                                                                                                                                                                                                                                                                                                      • 19.1 Electrochemical Cells
                                                                                                                                                                                                                                                                                                                                                                        • 19.1.1 Electrochemical Cells
                                                                                                                                                                                                                                                                                                                                                                          • 19.1.2 The Standard Hydrogen Electrode
                                                                                                                                                                                                                                                                                                                                                                            • 19.1.3 Electrolysis of Aqueous Solutions
                                                                                                                                                                                                                                                                                                                                                                              • 19.1.4 Quantitative Electrolysis
                                                                                                                                                                                                                                                                                                                                                                                • 19.1.5 Free Energy & Eº
                                                                                                                                                                                                                                                                                                                                                                                  • 19.1.6 Electroplating
                                                                                                                                                                                                                                                                                                                                                                                • 20. HL Organic Chemistry
                                                                                                                                                                                                                                                                                                                                                                                  • 20.1 Types of Organic Reactions
                                                                                                                                                                                                                                                                                                                                                                                    • 20.1.1 Nucleophilic Substitution Reactions
                                                                                                                                                                                                                                                                                                                                                                                      • 20.1.2 Electrophilic Addition Reactions
                                                                                                                                                                                                                                                                                                                                                                                        • 20.1.3 Electrophilic Substitution Reactions
                                                                                                                                                                                                                                                                                                                                                                                          • 20.1.4 Reduction Reactions
                                                                                                                                                                                                                                                                                                                                                                                          • 20.2 Synthetic Routes
                                                                                                                                                                                                                                                                                                                                                                                            • 20.2.1 Synthesis
                                                                                                                                                                                                                                                                                                                                                                                            • 20.3 Stereoisomerism
                                                                                                                                                                                                                                                                                                                                                                                              • 20.3.1 Stereoisomers
                                                                                                                                                                                                                                                                                                                                                                                                • 20.3.2 Cis-Trans & E/Z Isomers
                                                                                                                                                                                                                                                                                                                                                                                                  • 20.3.3 Optical Isomers
                                                                                                                                                                                                                                                                                                                                                                                                • 21. Measurement & Analysis
                                                                                                                                                                                                                                                                                                                                                                                                  • 21.1 Spectroscopic Identification of Organic compounds
                                                                                                                                                                                                                                                                                                                                                                                                    • 21.1.1 High Resolution NMR
                                                                                                                                                                                                                                                                                                                                                                                                      • 21.1.2 X-Ray Crystallography
                                                                                                                                                                                                                                                                                                                                                                                                        • 21.1.3 Structure Identification Problems
                                                                                                                                                                                                                                                                                                                                                                                                      Stewart Hird

                                                                                                                                                                                                                                                                                                                                                                                                      Author: Stewart

                                                                                                                                                                                                                                                                                                                                                                                                      Stewart has been an enthusiastic GCSE, A Level and IB Chemistry teacher for more than 30 years in the UK as well as overseas, and has been an examiner for IB and A Level, also. As a long-standing Head of Department, Stewart brings a wealth of experience to creating Topic Questions and revision materials for Save My Exams.


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