Reactivity 3.4—Electron-pair sharing reactions

What must be present on a nucleophile?

A. Negative charge

B. Lone pair of electrons

C. Positive charge

D. Symmetrical distribution of electrons

What must be present on a nucleophile?

A. Negative charge

B. Lone pair of electrons

C. Positive charge

D. Symmetrical distribution of electrons

Explain the relative lengths of the three bonds between N and O in nitric acid.

The minor product, C₆H₅–CH₂–CH₂Br, can be directly converted to an intermediate compound, X, which can then be directly converted to the acid C₆H₅–CH₂–COOH.

C₆H₅–CH₂–CH₂Br → X → C₆H₅–CH₂–COOH

Identify X.

Explain the relative lengths of the three bonds between N and O in nitric acid.

Explain the relative lengths of the three bonds between N and O in nitric acid.

The minor product, C₆H₅–CH₂–CH₂Br, can be directly converted to an intermediate compound, X, which can then be directly converted to the acid C₆H₅–CH₂–COOH.

C₆H₅–CH₂–CH₂Br → X → C₆H₅–CH₂–COOH

Identify X.

The minor product, C₆H₅–CH₂–CH₂Br, can be directly converted to an intermediate compound, X, which can then be directly converted to the acid C₆H₅–CH₂–COOH.

C₆H₅–CH₂–CH₂Br → X → C₆H₅–CH₂–COOH

Identify X.

Describe a test and the expected result to indicate the presence of carbon–carbon double bonds.

Write the equation for the reaction between but-2-ene and hydrogen bromide.

Which is a major product of the electrophilic addition of hydrogen chloride to propene?

A. ClCH₂CH=CH₂

B. CH₃CH(Cl)CH₃

C. CH₃CH₂CH₂Cl

D. CH₃CH=CHCl

What will be the major product in the reaction between but-1-ene and $\mathrm{Hbr}$?

A.  2-bromobut-1-ene

B.  1-bromobut-1-ene

C.  2-bromobutane

D.  1-bromobutane

Describe a test and the expected result to indicate the presence of carbon–carbon double bonds.

Write the equation for the reaction between but-2-ene and hydrogen bromide.

Describe a test and the expected result to indicate the presence of carbon–carbon double bonds.

Write the equation for the reaction between but-2-ene and hydrogen bromide.

Which is a major product of the electrophilic addition of hydrogen chloride to propene?

A. ClCH₂CH=CH₂

B. CH₃CH(Cl)CH₃

C. CH₃CH₂CH₂Cl

D. CH₃CH=CHCl

What will be the major product in the reaction between but-1-ene and $\mathrm{Hbr}$?

A.  2-bromobut-1-ene

B.  1-bromobut-1-ene

C.  2-bromobutane

D.  1-bromobutane

The reaction of the hydroxide ion with carbon dioxide and with the hydrogencarbonate ion can be represented by Equations 3 and 4.

Equation (3)     OH⁻ (aq) + CO₂ (g) → HCO₃⁻ (aq)
Equation (4)     OH⁻ (aq) + HCO₃⁻ (aq) → H₂O (l) + CO₃²⁻ (aq)

Discuss how these equations show the difference between a Lewis base and a Brønsted–Lowry base.

Equation (3):

Equation (4):

Which is a Lewis acid, but not a Brønsted-Lowry acid?

A.  ${\text{BF}}_3$

B.  ${\text{H}}_{\text{3}}{\text{O}}^{\text{+}}$

C.  ${\text{NH}}_3$

D.  ${\text{Cl}}^{-}$

Which species is a Lewis acid but not a Brønsted–Lowry acid?

A.  ${\mathrm{Cu}}^{2+}$

B.  ${{\mathrm{NH}}_4}^{+}$

C.  $\mathrm{Cu}$

D.  ${\mathrm{CH}}_3\mathrm{COOH}$

Which species can act both as a Lewis acid and a Lewis base?

A.  H₂O

B.  NH₄⁺

C.  Cu²⁺

D.  CH₄

The reaction of the hydroxide ion with carbon dioxide and with the hydrogencarbonate ion can be represented by Equations 3 and 4.

Equation (3)     OH⁻ (aq) + CO₂ (g) → HCO₃⁻ (aq)
Equation (4)     OH⁻ (aq) + HCO₃⁻ (aq) → H₂O (l) + CO₃²⁻ (aq)

Discuss how these equations show the difference between a Lewis base and a Brønsted–Lowry base.

Equation (3):

Equation (4):

The reaction of the hydroxide ion with carbon dioxide and with the hydrogencarbonate ion can be represented by Equations 3 and 4.

Equation (3)     OH⁻ (aq) + CO₂ (g) → HCO₃⁻ (aq)
Equation (4)     OH⁻ (aq) + HCO₃⁻ (aq) → H₂O (l) + CO₃²⁻ (aq)

Discuss how these equations show the difference between a Lewis base and a Brønsted–Lowry base.

Equation (3):

Equation (4):

Which is a Lewis acid, but not a Brønsted-Lowry acid?

A.  ${\text{BF}}_3$

B.  ${\text{H}}_{\text{3}}{\text{O}}^{\text{+}}$

C.  ${\text{NH}}_3$

D.  ${\text{Cl}}^{-}$

Which species is a Lewis acid but not a Brønsted–Lowry acid?

A.  ${\mathrm{Cu}}^{2+}$

B.  ${{\mathrm{NH}}_4}^{+}$

C.  $\mathrm{Cu}$

D.  ${\mathrm{CH}}_3\mathrm{COOH}$

Which species can act both as a Lewis acid and a Lewis base?

A.  H₂O

B.  NH₄⁺

C.  Cu²⁺

D.  CH₄

State the number of coordinate covalent bonds EDTA forms with Ni²⁺.

What is the overall charge, $x$, of the chromium (III) complex?

$\left[\mathrm{Cr}\right({\mathrm{H}}_2\mathrm{O}{)}_4{\mathrm{Cl}}_2{]}^x$

A.  0

B.  1+

C.  2−

D.  3+

State the number of coordinate covalent bonds EDTA forms with Ni²⁺.

What is the overall charge, $x$, of the chromium (III) complex?

$\left[\mathrm{Cr}\right({\mathrm{H}}_2\mathrm{O}{)}_4{\mathrm{Cl}}_2{]}^x$

A.  0

B.  1+

C.  2−

D.  3+

Which is most likely to hydrolyse via a S_N1 mechanism?

A.  CH₃CHBrCH₂CH₃

B.  (CH₃)₂CHBr

C.  (CH₃)₃CBr

D.  CH₃CH₂CH₂CH₂Br

Which is most likely to hydrolyse via a S_N1 mechanism?

A.  CH₃CHBrCH₂CH₃

B.  (CH₃)₂CHBr

C.  (CH₃)₃CBr

D.  CH₃CH₂CH₂CH₂Br

In which compound is the halogen substituted the most rapidly by aqueous hydroxide ions?

A. (CH₃)₃CCl

B. (CH₃)₃CI

C. CH₃CH₂CH₂CH₂Cl

D. CH₃CH₂CH₂CH₂I

In which compound is the halogen substituted the most rapidly by aqueous hydroxide ions?

A. (CH₃)₃CCl

B. (CH₃)₃CI

C. CH₃CH₂CH₂CH₂Cl

D. CH₃CH₂CH₂CH₂I

Predict, giving a reason, the major product of reaction between but-1-ene and steam.

Predict, giving a reason, the major product of reaction between but-1-ene and steam.

Predict, giving a reason, the major product of reaction between but-1-ene and steam.

Explain why the reaction produces more (CH₃)₃COH than (CH₃)₂CHCH₂OH.

Explain the mechanism of the reaction between 1-bromopropane, CH₃CH₂CH₂Br, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.

Explain why the reaction produces more (CH₃)₃COH than (CH₃)₂CHCH₂OH.

Explain why the reaction produces more (CH₃)₃COH than (CH₃)₂CHCH₂OH.

Explain the mechanism of the reaction between 1-bromopropane, CH₃CH₂CH₂Br, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.

Explain the mechanism of the reaction between 1-bromopropane, CH₃CH₂CH₂Br, and aqueous sodium hydroxide, NaOH (aq), using curly arrows to represent the movement of electron pairs.

The benzene ring of phenylethene reacts with the nitronium ion, NO₂⁺, and the C=C double bond reacts with hydrogen bromide, HBr.

Compare and contrast these two reactions in terms of their reaction mechanisms.

Similarity: 

Difference:

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

Write the equation for the production of the active nitrating agent from concentrated sulfuric and nitric acids.

Explain the mechanism for the nitration of benzene, using curly arrows to indicate the movement of electron pairs.

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

Which is the electrophile in the nitration of benzene?

A.  ${\mathrm{HNO}}_3$

B.  ${{\mathrm{NO}}_2}^{+}$

C.  ${{\mathrm{NO}}_2}^{-}$

D.  ${{\mathrm{NH}}_4}^{+}$

The benzene ring of phenylethene reacts with the nitronium ion, NO₂⁺, and the C=C double bond reacts with hydrogen bromide, HBr.

Compare and contrast these two reactions in terms of their reaction mechanisms.

Similarity: 

Difference:

The benzene ring of phenylethene reacts with the nitronium ion, NO₂⁺, and the C=C double bond reacts with hydrogen bromide, HBr.

Compare and contrast these two reactions in terms of their reaction mechanisms.

Similarity: 

Difference:

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

Write the equation for the production of the active nitrating agent from concentrated sulfuric and nitric acids.

Explain the mechanism for the nitration of benzene, using curly arrows to indicate the movement of electron pairs.

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

Write the equation for the production of the active nitrating agent from concentrated sulfuric and nitric acids.

Explain the mechanism for the nitration of benzene, using curly arrows to indicate the movement of electron pairs.

1,4-dimethylbenzene reacts as a substituted alkane. Draw the structures of the two products of the overall reaction when one molecule of bromine reacts with one molecule of 1,4-dimethylbenzene.

Which is the electrophile in the nitration of benzene?

A.  ${\mathrm{HNO}}_3$

B.  ${{\mathrm{NO}}_2}^{+}$

C.  ${{\mathrm{NO}}_2}^{-}$

D.  ${{\mathrm{NH}}_4}^{+}$