Chemistry 9701 · AS & A Level · Hydroxy compounds

Hydroxy compounds — practice question

Compounds in the root of the ginger plant give it medicinal and flavouring properties. Three of the most important compounds are gingerol, shogaol and zingerone.
(a)[1]

The structure of gingerol is shown. The $\text{CH}_3\text{O}-$ group in gingerol is unreactive. Gingerol reacts with acidified potassium dichromate(VI). State the type of reaction and the functional group change that occur during this reaction. Type of reaction. Functional group change from \_\_\_\_\_\_\_\_ to \_\_\_\_\_\_\_\_.

(b(i))[1]

The structure of shogaol is shown. State the type of reaction required to change gingerol into shogaol.

(b(ii))[1]

State the reagents and conditions needed to convert gingerol into shogaol. Reagents. Conditions.

(b(iii))[2]

Shogaol reacts with hot, concentrated acidified manganate(VII) ions to form two organic products, $Q$ and $R$. Draw the structures of $Q$ and $R$.

(c)[2]

Zingerone is formed from gingerol. Some reactions of zingerone are shown. Complete the table by identifying the functional groups in zingerone.

Worked solution & mark scheme

This 7-mark question has a full step-by-step worked solution and mark scheme. One marking point: An alcohol -OH is oxidised to C=O / carbonyl / ketone

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