Complete the following reaction CH3-CH2-Br+KOH---->A+B
Suggest a possible mechanism for the reaction and stereo chemical aspect of the product.

Asked by Pratik | 10th Oct, 2015, 12:57: PM

Expert Answer:

CH3-CH2-Br + KOH → CH3-CH2-OH + KBr
 
Hence, A = CH3-CH2-OH and B = KBr
 
  • This is a nucleophilic substitution reaction.
  • Substitution of halogen by hydroxyl group that is formation of alcohols from haloakane is called hydrolysis of haloalaknes.
  • Bromoethane is a primary haloalkane, hence it undergoes SNmechanism.
  • The OH- ion attack on the bromoethane occurs from the baack side and the bromide ion leaves from the front side.
  • As a result, the product ethyl alcohol is formed with inversion of configuration.
  • This inversion of configuration is known as walden inversion.
  • The SN2 mechanisms are accompanied by inversion of configuration.
  • It implies that both reactant ethyl bromide and product ethyl alcohol are optically active.

Answered by Prachi Sawant | 10th Oct, 2015, 02:58: PM

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