May/June 2026 Paper 11

2026 · 40 questions · 40 parts · 40 marks

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30AlkenesHard1 mark
The structure of compound Z is shown.
Structure of compound Z, drawn in skeletal (line) form: a seven-carbon chain with a terminal methyl (carbon 1) single-bonded to carbon 2, a C=C double bond between carbons 2 and 3, a methyl branch on carbon 3, two further CH2 carbons (4 and 5), and a second C=C double bond between carbon 6 and the terminal carbon 7 (a vinyl group).
One mole of compound Z reacts completely with two moles of hydrogen bromide. What is the structure of the major product of this reaction?
Four skeletal structures (A to D) of possible dibromoalkane products, each a seven-carbon chain with two Br atoms and a methyl branch on the third carbon (matching compound Z's branch point): A has Br on the branched third carbon and on the sixth carbon; B has Br on the branched third carbon and on the terminal (seventh) carbon; C has Br on the second carbon and on the sixth carbon, with no Br on the branched carbon; D has Br on the second carbon and on the terminal (seventh) carbon, with no Br on the branched carbon.