NEET 2016 Phase 2 · ChemistryPrevious Year Question

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

Answer: (C) (C) (ketene). Propene has three carbons, so the precursor must supply a 3-carbon skeleton.

  1. A.(A) Cyclopropane
  2. B.(B) (propan-1-ol)
  3. C.(C) (ketene)
  4. D.(D) (1-bromopropane)

Correct Answer

(C) (C) (ketene)

Solution & Explanation

Propene has three carbons, so the precursor must supply a 3-carbon skeleton. Cyclopropane adds (ring opening) to give 1-bromopropane, which on dehydrohalogenation gives propene; propan-1-ol and 1-bromopropane likewise give propene by elimination. Ketene has only two carbons, so it cannot give the three-carbon propene under any of these conditions.

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