Chemistry 9701 · AS & A Level · Hydrocarbons

Hydrocarbons — practice question

Each section of this question shows an organic compound. For every compound, state its name and answer the questions that follow.
(a(i))[1]

Give the IUPAC name of $\text{CH}_3\text{CH}_2\text{CH} (\text{CH}_3) \text{CH} = \text{CHCH}_3$.

(a(ii))[1]

This compound exhibits stereoisomerism. Define stereoisomerism.

(a(iii))[4]

State and explain the number of stereoisomers in this structure.

(b(i))[1]

Give the IUPAC name of $(\text{CH}_3)_2\text{C}=\text{C}(\text{CH}_3)_2$.

(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 the structure of part of a molecule of the addition polymer produced from this compound, showing exactly three repeat units.

(c(i))[1]

Give the IUPAC name of $(\text{CH}_3)_2\text{C}=\text{CH}_2$.

(c(ii))[4]

Complete the mechanism for the reaction between this compound and hydrogen bromide. Include every required curly arrow, lone pair, charge and partial charge.

(c(iii))[3]

Explain fully why 2-bromomethylpropane is the major product of this reaction whereas only relatively small amounts of 1-bromomethylpropane are formed.

Worked solution & mark scheme

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