Chemistry 9701 · AS & A Level · Analytical techniques

Analytical techniques — practice question

Compound T is prepared through a synthesis carried out in three stages.
(a)[1]

Suggest a suitable chlorinating reagent for stage 1.

(b(i))[1]

Name the functional group formed in stage 2.

(b(ii))[1]

Identify the other product formed in stage 2.

(c(i))[1]

State the formula of a suitable reagent for stage 3.

(c(ii))[1]

Name the type of reaction that occurs in stage 3.

(d(i))[1]

Calculate the relative abundance of the $\text{M}+1$ peak in the mass spectrum of ethylamine.

(d(ii))[2]

The mass spectrum of compound T shows several fragments. Two of the peaks have $m/e$ values of 29 and 91. Draw the structures of the ions responsible for these peaks.

(e(i))[1]

Identify the proton or protons with a chemical shift $\delta$ in the range $6.0$ to $9.0$.

(e(ii))[1]

Identify the proton or protons whose peak will disappear if $\text{D}_2\text{O}$ is added.

(e(iii))[1]

Identify the proton or protons whose peak is a triplet.

(e(iv))[1]

Identify the proton or protons with the lowest chemical shift $(\delta)$.

Worked solution & mark scheme

This 12-mark question has a full step-by-step worked solution and mark scheme. One marking point: $\mathrm{PCl_5}$ OR $\mathrm{PCl_3}$ OR $\mathrm{SOCl_2}$

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