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Question

How will you convert ethane into butane?


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Solution

Wurtz reaction:

  • This is the reaction in which the form of a coupling reaction where two lower alkyl halides are reacted in the presence of a dry ether medium and sodium metal to form a higher alkane.

2R-XAlkylhalide+2NaSodiumR-Ralkane+2NaXsodiumbromide

Step 1: Photochemical halogenation

  • Ethane is reacted with Bromine in the presence of light which is known as photochemical halogenation.

CH3CH3Ethane+Br2BromineCH3CH2BrBromoethane(in presence of light)

Step 2: Reaction with metallic sodium

  • The ethylene bromide thus formed is treated with metallic sodium and dry ether to produce butane.
  • A transfer of one electron from a sodium atom makes a free radical of alkyl.
  • Then once again sodium atom releases one more electron to the free radical and provides a carbonium ion.
  • A halide ion is displaced by an alkyl anion from another molecule of alkyl halide.
  • This reaction can be considered an SN2 reaction.

2CH3CH2BrBromoethaneNa/EtherCH3CH2CH2CH3Butane (in presence of Na/ether)


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