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Topic: Preparation, properties and reactions· Organic Compounds Containing Halogens

Which of the following compounds shall not produce propene by reaction with HBr followed by elimination or direct only elimination reaction?

Which of the following compounds shall not produce propene by reaction with HBr followed by elimination or direct only elimination reaction?

4 structures: propanol, ketene, 1-bromopropane, cyclopropane

1. \(H_3C-CH_2-CH_2OH\)

2. \(H_2C=C=O\)

3. \(H_3C-CH_2-CH_2Br\)

4. cyclopropane (\(H_2C-CH_2-CH_2\) ring)

1 answer

Best answer

Answer: 2. \(H_2C=C=O\)

Key idea: propene forms from a three-carbon alcohol or halide by elimination (or from cyclopropane by HBr ring opening to 1-bromopropane, then elimination).

  • 1-Propanol: HBr gives 1-bromopropane, then elimination gives propene.
  • 1-Bromopropane: direct elimination gives propene.
  • Cyclopropane: HBr opens the strained ring to 1-bromopropane, then elimination.
  • Ketene \(H_2C=C=O\): cannot give propene.
Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report
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