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Chapter 5: Problem 39

Wolff-Kishner reduction of benzophenone gives (a) benzene (b) toluene (c) diphenylmethane (d) ethylbenzene

Short Answer

Expert verified
Answer: The product formed when benzophenone undergoes Wolff-Kishner reduction is diphenylmethane.

Step by step solution

01

Identify the starting compound

The starting compound is benzophenone, which has a carbonyl group and two phenyl groups, as shown below: Benzophenone: C6H5C(O)C6H5
02

Understand the Wolff-Kishner reduction reaction mechanism

The Wolff-Kishner reduction involves treating the carbonyl compound with hydrazine (N2H4) and a strong base. This reaction converts the carbonyl group into a methylene group (-CH2-). The overall reaction mechanism is as follows: 1. Formation of the hydrazone: The carbonyl compound reacts with hydrazine to form a hydrazone derivative. 2. Formation of the nitrogen anion: The strong base deprotonates the hydrazone, which then eliminates the dinitrogen (N2) molecule to form the nitrogen anion. 3. Formation of the final reduced product: The nitrogen anion acts as a nucleophile and attacks one of the phenyl groups, resulting in the formation of a methylene group in between the two phenyl groups.
03

Determine the product based on the reaction mechanism

Applying the Wolff-Kishner reaction mechanism to benzophenone, the carbonyl group is reduced to a methylene group and the molecule becomes: Diphenylmethane: C6H5CH2C6H5 Now, we can match this product with the given options.
04

Choose the correct option

Comparing the product obtained in step 3 with the given options, we find that the correct option is: (c) diphenylmethane

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Most popular questions from this chapter

Alkenes and alkynes on reductive ozonolysis yield carbonyl compounds, whereas on oxidative ozonolysis they give carbonyl or carboxyl compounds, depending on the subtituents. Aldehydes, ketones and carboxylic acids can also be obtained by the oxidation of alcohols. Aldehydes and ketones undergo a variety of nucleophilic addition reactions Which of the following alcohol will not give a carbonyl compound when the vapours of alcohol are passed through red hot copper tube? (a) 3 -methyl-pentan-1-ol (b) 4 -methyl-hexan-2-ol (c) Butan-1-ol (d) 2 - methyl-propan-2-ol

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