Chemistry 9701 · AS & A Level · Organic synthesis

Organic synthesis — practice question

Carboxylic acids may be changed into primary amines through the reaction sequence shown below.
(a(i))[1]

Suggest the identity of intermediate D and write its structure in the box above.

(a(ii))[2]

Suggest the reagents for: step 1 step 2 step 3

(b(i))[1]

Which of these functional groups react readily when cold $\text{HCl}(aq)$ is added?

(b(ii))[1]

Which of these functional groups react readily when cold $\text{NaOH}(aq)$ is added?

(b(iii))[4]

Use this information to suggest the two functional groups, chosen from the list on page 10, that are present in each compound.

(b(iv))[4]

Suggest a structure for each compound, $E$, $F$, $G$ and $H$.

Worked solution & mark scheme

This 13-mark question has a full step-by-step worked solution and mark scheme. One marking point: D correctly identified as $RCOCl$ or $RCOOCH_2CH_3$ or $RCO_2^-NH_4^+$

  • Full mark scheme, point by point
  • Step-by-step worked solution
  • Write your answer & get it marked instantly by AI