Chemistry 9701 · AS & A Level · Hydrocarbons

Hydrocarbons — practice question

Each part of this question shows an organic compound. For every compound, state its name and respond to the questions about it.
(a(i))[1]

Name this compound $\text{CH}_3\text{CH}_2\text{CH(CH}_3\text{)CH}=\text{CHCH}_3$.

(a(ii))[1]

This compound exhibits stereoisomerism. Define stereoisomerism.

(a(iii))[4]

State and explain the number of stereoisomers present in this structure.

(b(i))[1]

Name this compound $(\text{CH}_3)_2\text{C}=\text{C(CH}_3)_2$.

(b(ii))[1]

Draw the skeletal formula of the organic product formed when this compound reacts with cold, dilute, acidified manganate(VII) ions.

(b(iii))[1]

Name the organic product formed when this compound reacts with hot, concentrated, acidified manganate(VII) ions.

(b(iv))[1]

Draw part of a molecule of the addition polymer produced from this compound, with exactly three repeat units shown.

(c(i))[1]

Name this compound $(\text{CH}_3)_2\text{C}=\text{CH}_2$.

(c(ii))[4]

Complete the mechanism for the reaction of this compound with hydrogen bromide, showing every necessary curly arrow, lone pair, charge and partial charge.

(c(iii))[3]

Explain fully why 2-bromomethylpropane is the main product of this reaction, whereas only a small amount of 1-bromomethylpropane is formed.

Worked solution & mark scheme

This 18-mark question has a full step-by-step worked solution and mark scheme. One marking point: Name — $4$-methylhex-$2$-ene

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