C6H5COCH3 → C6H5CH2CH3

The above reaction can be achieved using:  

This question was previously asked in
DSSSB PGT Chemistry (Female) Official Paper (Held On: 06 Jul, 2018 Shift 1)
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  1. NH2NH2
  2. SnHCl
  3. Friedal crafts reaction 
  4. FiAlH4

Answer (Detailed Solution Below)

Option 1 : NH2NH2
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Detailed Solution

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CONCEPT:

Wolff–Kishner Reduction

  • The Wolff–Kishner reduction is a chemical reaction that reduces carbonyl groups (such as aldehydes and ketones) to the corresponding alkanes.
  • This reaction involves hydrazine (NH2NH2) in the presence of a strong base and high temperature.
  • The reaction mechanism involves the formation of a hydrazone intermediate, which is then decomposed to yield the alkane product.

EXPLANATION:

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  • In the given reaction:

    C6H5COCH3 → C6H5CH2CH3

    • C6H5COCH3 is acetophenone (a ketone).
    • C6H5CH2CH3 is ethylbenzene (an alkane).
  • To reduce the ketone (C=O group) to an alkane, the Wolff–Kishner reduction is an appropriate method.
  • The reactant NH2NH2 (hydrazine) is used in this process to achieve the reduction.
  • Other methods like Sn/HCl, Friedel–Crafts reaction, and LiAlH4 are not suitable for this transformation:
    • Sn/HCl is used for the reduction of nitro groups.
    • Friedel–Crafts reaction is used for alkylation or acylation of aromatic compounds, not for reducing ketones.
    • LiAlH4 reduces ketones to alcohols, not alkanes.

Therefore, the correct answer is option 1: NH2NH2.

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