JEE MAIN - Chemistry (2012 - No. 10)

In the given transformation, which of the following is the most appropriate reagent ?

AIEEE 2012 Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 211 English
$$N{H_2}N{H_2},\mathop {OH}\limits^\Theta $$
$$Zn - Hg/HCl$$
$$Na,Liq\,N{H_3}$$
$$NaB{H_4}$$

Explanation

Aldehydes and ketones can be reduced to hydrocarbons by the action $$(i)$$ of amalgamated zinc and concentrated hydrochloric acid (Clemmensen reduction), or $$(b)$$ of hydrazine $$\left( {N{H_2}N{H_2}} \right)$$ and a strong base like $$NaOH,KOH$$ or potassium tert-butoxide in a high-boiling alcohol like ethylene glycol or triethylene glycol (Wolf-Kishner reduction )

AIEEE 2012 Chemistry - Aldehydes, Ketones and Carboxylic Acids Question 211 English Explanation

$$-OH$$ group and alkene are acid - sensitive groups so clemmensen reduction can not be used. Acid sensitive substrate should be reacted in the Wolf-Kishner reduction which utilise strongly basic conditions.

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