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Question: Answered & Verified by Expert
Choose the correct set of reagents for the following conversion
transPh-CH=CH-CH3 cis Ph-CH=CH-CH3
ChemistryHydrocarbonsJEE MainJEE Main 2023 (31 Jan Shift 1)
Options:
  • A Br2, alc KOH,NaNH2,NaLiqNH3
  • B

    Br2, alc KOH,NaNH2,H2

    Lindlar Catalyst

  • C Br2,aqKOH,NaNH2,H2 Lindlar Catalyst
  • D Br2, aq KOH,NaNH2,NaLiqNH3
Solution:
2358 Upvotes Verified Answer
The correct answer is:

Br2, alc KOH,NaNH2,H2

Lindlar Catalyst

A trans alkene can be converted to a vicinal dihalide through a halogenation reaction. The vicinal dihalide can undergo double elimination to afford an alkyne. The alkyne can undergo partial reduction to give a cis alkene.

The reagents needed to convert trans(Ph - CH = CH - CH3) to cis-(Ph - CH = CH - CH3) are shown in the reaction scheme below.

 

 

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