1. Tardigrade
  2. Question
  3. Chemistry
  4. Consider the reactions: (i) (CH3)2CH - CH2Br xrightarrow C2H5OH (CH3)2CH - CH2OC2H5 + HBr (ii) (CH3)2CH CH2Br xrightarrow C2H5O- (CH3)2CH - CH2OC2H5 Br- The mechanisms of reactions (i) and (ii) are respectively :

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Q. Consider the reactions :
(i) $ (CH_3)_2CH - CH_2Br\xrightarrow{ C_2H_5OH} (CH_3)_2CH - CH_2OC_2H_5 + HBr$
(ii) $(CH_3)_2CH CH_2Br \xrightarrow{ C_2H_5O^-} (CH_3)_2CH - CH_2OC_2H_5 Br^-$
The mechanisms of reactions (i) and (ii) are respectively :

AIPMTAIPMT 2011Haloalkanes and Haloarenes

Solution:

A strong nucleophile favours the $S_{N}2$ reaction and a weak nucleophile favours the $S_{N}1$ reaction. First reaction is $S_{N}1$ reaction because $C_2H_5OH$ used as solvent which is a weak nucleophile. Second reaction is $S_{N}2$ reaction because $C_2H_5O^-$ is strong nucleophile.