Chemistry 9701 · AS & A Level · Halogen compounds

Halogen compounds — practice question

2-methylpropene reacts with $\text{HCl}(g)$ at room temperature, and the main organic product formed is 2-chloro-2-methylpropane.
(a(i))[3]

Complete Fig. 4.1 by showing the intermediate structure and the mechanism for this reaction. Charges, dipoles, lone pairs of electrons and curly arrows should be included where needed.

(a(ii))[2]

Explain why 2-chloro-2-methylpropane is formed in a higher yield than 1-chloro-2-methylpropane in this reaction.

(b(i))[2]

Using Fig. 4.2 and Table 4.1, identify the functional group in T and name the reaction type that takes place.

(b(ii))[1]

Write an ionic equation to show the formation of the yellow precipitate made when $\text{M}$ reacts with $\text{AgNO}_3\text{(aq)}$ in ethanol.

(b(iii))[1]

State which reagent, $\text{Q}$ or $\text{M}$, will form a precipitate more rapidly when each is added to $\text{AgNO}_3\text{(aq)}$ in ethanol. Explain your reasoning.

(b(iv))[1]

When pure $\text{T}$ is added to alkaline $\text{I}_2\text{(aq)}$, a yellow precipitate and an anion, $\text{L}$, are formed. Identify the anion $\text{L}$.

(b(v))[2]

Deduce the structure of the straight-chain halogenoalkane $\text{M}$.

Worked solution & mark scheme

This 12-mark question has a full step-by-step worked solution and mark scheme. One marking point: curly arrow from $\pi$ bond to H with the correct dipole on $\text{H-Cl}$

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