Chemistry 9701 · AS & A Level · Nitrogen compounds

Nitrogen compounds — practice question

The structure of butamben is displayed.
(a(i))[1]

Butamben is able to act as a base. Complete the equation for a reaction in which butamben acts as a base.

(a(ii))[1]

Predict whether butamben is a stronger or weaker base than ammonia. Give a reason for your answer.

(b)[3]

Complete the reaction scheme below to show the structural formulae of the products formed when butamben is treated separately with the stated reagent.

(c(i))[1]

State the number of peaks in the spectrum that show a triplet splitting pattern.

(c(ii))[1]

On the diagram of butamben below, circle the protons responsible for the peak or peaks you identified in (c)(i).

(c(iii))[2]

Describe and explain how the proton NMR spectrum of butamben in $\text{D}_2\text{O}$ would differ from the proton NMR spectrum of butamben in $\text{CDCl}_3$.

(d)[1]

The mass spectrum of butamben has peaks at $m/e = 92$ and $57$. Identify the fragments responsible for these peaks. $m/e = 92 =$ $m/e = 57 =$

Worked solution & mark scheme

This 10-mark question has a full step-by-step worked solution and mark scheme. One marking point: $\text{RNH}_2 + \text{H}^+ \rightarrow \text{RNH}_3^+$ (or with HCl)

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