Question 19M.2.SL.TZ1.2
Date | May 2019 | Marks available | [Maximum mark: 6] | Reference code | 19M.2.SL.TZ1.2 |
Level | SL | Paper | 2 | Time zone | TZ1 |
Command term | Determine, Draw, Formulate, Suggest | Question number | 2 | Adapted from | N/A |
Benzoic acid, C6H5COOH, is another derivative of benzene.
Draw the structure of the conjugate base of benzoic acid showing all the atoms and all the bonds.
[1]
[✔]
Note: Accept Kekulé structures.
Negative sign must be shown in correct position- on the O or delocalised over the carboxylate.
Most failed to score a mark for the conjugate base of benzoic acid as either they didn’t show all bonds and atoms in the ring and/or they did not put the minus sign in the correct place. Some didn't read the question carefully so gave the structure of the acid form.

The pH of an aqueous solution of benzoic acid at 298 K is 2.95. Determine the concentration of hydroxide ions in the solution, using section 2 of the data booklet.
[2]
ALTERNATIVE 1:
[H+] «= 10−2.95» = 1.122 × 10−3 «mol dm−3» [✔]
«[OH−] = =» 8.91 × 10−12 «mol dm−3» [✔]
ALTERNATIVE 2:
pOH = «14 − 2.95 =» 11.05 [✔]
«[OH−] = 10−11.05 =» 8.91 × 10−12 «moldm−3» [✔]
Note: Award [2] for correct final answer.
Accept other methods.
Many students could correctly calculate the hydroxide concentration, but some weaker students calculated hydrogen ion concentration only.

Formulate the equation for the complete combustion of benzoic acid in oxygen using only integer coefficients.
[2]
2C6H5COOH(s) + 15O2 (g) → 14CO2 (g) + 6H2O(l)
correct products [✔]
correct balancing [✔]
Most students earned at least one mark for writing the correct products of the combustion of benzoic acid but the balancing appeared to be difficult for some.

Suggest how benzoic acid, Mr = 122.13, forms an apparent dimer, Mr = 244.26, when dissolved in a non-polar solvent such as hexane.
[1]
«intermolecular» hydrogen bonding [✔]
Note: Accept diagram showing hydrogen bonding.
Very few students answered this question correctly, thinking benzoic would bond with the hexane even though it was a non-polar solvent. It was very rare for a student to realize there was intermolecular hydrogen bonding.
