Chemistry 9701 · AS & A Level · Hydrocarbons

Hydrocarbons — practice question

Both structural isomerism and stereoisomerism need to be considered when responding to this question. The diagram shows the structure of 3-methylcyclobutene. A sample containing every stereoisomer of 3-methylcyclobutene is reacted with HBr. This gives a mixture of isomeric bromomethylcyclobutanes. How many stereoisomers can 3-methylcyclobutene form, and how many isomeric bromomethylcyclobutanes are in the product mixture?

  • A2; 4
  • B2; 6
  • C4; 4
  • D4; 8

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