Chemistry 9701 · AS & A Level · Halogen compounds

Halogen compounds — practice question

In each part of this question, a structural formula of an organic compound is shown. Answer the questions that go with each compound.
(a(i))[1]

Give the name of this compound: $\text{CH}_3\text{CH}_2\text{CHBrCH}_3$.

(a(ii))[2]

This compound exhibits stereoisomerism. Draw the two stereoisomers in the standard way.

(a(iii))[3]

Give the structures of three other structural isomers of $\text{C}_4\text{H}_9\text{Br$.

(b(i))[1]

Name this compound: $(\text{C}_2\text{H}_5)_3\text{CBr$.

(b(ii))[3]

$(\text{C}_2\text{H}_5)_3\text{CBr}$ reacts with aqueous $\text{OH}^-$. Complete the mechanism for this reaction, including all needed curly arrows, charges, partial charges and lone pairs.

(b(iii))[1]

What mechanism is involved in (ii)?

(c(i))[2]

Give the reagents and conditions required to convert $\text{CH}_3\text{CH}_2\text{CH}_2\text{CHBrCH}_3$ into a mixture of alkenes.

(c(ii))[1]

Give the name of the mechanism for the conversion in (i).

(c(iii))[3]

Draw the skeletal formulae of the three alkenes produced by the conversion in (i).

Worked solution & mark scheme

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