Chemistry 9701 · AS & A Level · Organic synthesis

Organic synthesis — practice question

Capsaicin is the compound that gives chilli peppers their hot flavour. Its molecular structure can be worked out from the reaction scheme below.
(a)[1]

Suggest the reagents together with the conditions for reaction 3.

(b)[1]

What type of reaction does reaction 4 show?

(c)[1]

Suggest suitable reagents and conditions for reaction 5.

(d)[1]

Name the functional group in $C$ that reacts with hot concentrated acidified $\text{KMnO}_4$.

(e)[1]

Suggest which functional group in capsaicin reacted in reaction 1.

(f)[5]

Deduce the structures of compounds $C$-$F$ and capsaicin, then draw their structural formulae in the boxes opposite.

Worked solution & mark scheme

This 10-mark question has a full step-by-step worked solution and mark scheme. One marking point: K$_2$Cr$_2$O$_7$/H$^+$; heat under reflux.

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