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Give reason for the following:

(a) Protonation of Phenols is difficult whereas ethanol easily undergoes protonation.

(b) Boiling point of ethanol is higher than that of dimethyl ether.

(c) Anisole on reaction with HI gives phenol and CH_{3}-I as main products and not iodobenzene and CH_{3}OH.

 

 

 

 
 
 
 
 

Answers (1)

(a) Protonation of phenols is difficult whereas ethanol easily undergoes protanation because due to reasonace oxygen atom of -OH bond becomes electron deficient in phenols but there is no such resonance in ethanol.

(b) Boiling point of ethanol is more than dimethyl because dipole - dipole attractions in dimethyl ether is weaker than intermolecular hydrogen bonding in ethanol.

(c) Anisole on reaction with HI gives phenol and CH_{3}I, not iodobenzene and CH_{3}OH because aryl - oxygen bond requires partial double bond charater due to resonance and hence does not breaks easily.

Posted by

Sumit Saini

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