Chemistry 9701 · AS & A Level · Organic synthesis

Organic synthesis — practice question

Organic chemistry deals with carbon compounds. The reaction types studied are listed below: addition, elimination, hydrolysis, oxidation, reduction, substitution. Addition and substitution reactions are further classified as follows: electrophilic, nucleophilic, free radical. Complete the table below. In the central column, use only the reaction types from the lists above. Use both lists where this is appropriate. In the right-hand column, give the formula(e) of the reagent(s) you would use to carry out the reaction shown.
(main)[11]

Complete the table for these organic reactions: (1) $\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Br} \rightarrow \text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{NH}_2$; (2) $\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{OH} \rightarrow \text{BrCH}_2\text{CH}_2\text{CH}_2\text{CH}_2\text{OH}$; (3) $\text{CH}_3\text{COCH}_3 \rightarrow \text{CH}_3\text{C(OH)(CN)CH}_3$; (4) $\text{CH}_3\text{CH(OH)CH}_2\text{CH}_3 \rightarrow \text{CH}_3\text{CH=CHCH}_3$. For each one, state the reaction type and the reagent(s).

Worked solution & mark scheme

This 11-mark question has a full step-by-step worked solution and mark scheme. One marking point: For $\text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Br} \rightarrow \text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{NH}_2$, the correct reaction type and reagent are: nucleophilic substitution with $\text{NH}_3$.

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