Chemistry 9701 · AS & A Level · Organic synthesis

Organic synthesis — practice question

A reaction sequence beginning with propan-1-ol is displayed.
(a(i))[1]

Identify appropriate reagents for reactions 1 and 2.

(a(ii))[2]

State and explain how the reaction should be carried out so that reaction 2 happens instead of reaction 1.

(b)[2]

Identify the required reagents and conditions for reactions 3 and 4.

(c(i))[4]

Complete the mechanism for reaction 5. Include every relevant lone pair, curly arrow, charge, and partial charge.

(c(ii))[2]

Draw the two stereoisomers in standard stereochemical form.

(c(iii))[2]

Suggest why reaction 5 produces a mixture of the two stereoisomers.

Worked solution & mark scheme

This 13-mark question has a full step-by-step worked solution and mark scheme. One marking point: Acidified conditions / presence of $H^+$

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