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Question

The final product (IV) obtained in the reaction sequence :
Toluene 2.H+−−−−−−−−−1.KMnO4/OHISOCl2IINH3IIIOBrIV
is :

A
C6H5CONH2
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B
PCH3C6H4NO2
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C
C6H5CH2NH2
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D
C6H5NH2
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Solution

The correct option is D C6H5NH2
C6H5CH3KMnO4/OH−−−−−−−−2H+C6H5COOHSOCl2−−−C6H5COClNH3−−C6H5CONH2OBr−−C6H5NH2

First, Toluene undergoes oxidation to form benzoic acid which on reaction with SOCl2 forms benzoyl chloride.

This benzoyl chloride reacts with NH3 to form the corresponding amide.

This amide on reaction with (hoffmann bromamide) OBr forms Aniline as a product.-

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