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Question: Answered & Verified by Expert

Consider following reaction, where

(A) The change in the functional group and

(B) The corresponding change in the hybridization from starting to the final product A and B are

CH3CNi H3O+ii HI+Red Pi SnCl2,HCl

ChemistryAldehydes and KetonesTS EAMCETTS EAMCET 2022 (18 Jul Shift 1)
Options:
  • A AB-CN to -CH2-OHsp2 to sp3
  • B AB-CN to -CONH2sp to sp2
  • C AB-CN to -CH2NH2sp to sp3
  • D AB-CN to -CH3sp to sp3
Solution:
2342 Upvotes Verified Answer
The correct answer is: AB-CN to -CH3sp to sp3

Nitriles are reduced to corresponding imine with stannous chloride in the presence of hydrochloric acid, which on hydrolysis give corresponding aldehyde.

This reaction is called Stephen reaction.

When ethane nitrile undegoes stephen reduction ethanal is produced.

Ethanal on reaction with HI in presence of red phosphorous produces ethane.

The hybridization of carbon in nitrile group is sp and in ethane sp3.

The change in functional group is from -CN to -CH3

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