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In the given reaction which one of the f...

In the given reaction which one of the following statement is correct -
`C_(6)H_(5)-underset(CH_(3))underset(|)(C)=O+NH_(2)-OH to "Oxime" overset(PCl_(5))to` Amide

A

Oxime may be E/Z

B

Amide on hydrolysis gives a mixture acetic acid, benzoic acid, aniline and methylamine.

C

Preparation of oxime is nucleophilic addition followed by elimination reaction.

D

oxime and amides are isomers.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of the compound \( C_6H_5C(=O)CH_3 \) with \( NH_2OH \) to form an oxime and subsequently reacting with \( PCl_5 \) to form an amide, we will analyze each step of the reaction and the statements provided. ### Step-by-Step Solution: 1. **Identify the Reactants:** The reactants given are: - \( C_6H_5C(=O)CH_3 \) (which is acetophenone) - \( NH_2OH \) (hydroxylamine) 2. **Formation of the Oxime:** When acetophenone reacts with hydroxylamine, a nucleophilic addition occurs: - The nitrogen of hydroxylamine attacks the electrophilic carbon of the carbonyl group (C=O). - This results in the formation of an intermediate, which rearranges to form the oxime, \( C_6H_5C(=N-OH)CH_3 \). 3. **Heating and Elimination:** Upon heating, the oxime undergoes dehydration (removal of water) to form an imine: - The reaction leads to the formation of \( C_6H_5C(=N)CH_3 \). 4. **Reaction with PCl5:** The oxime then reacts with \( PCl_5 \): - This reaction is known as the Beckmann rearrangement, which converts the oxime into an amide. - The products formed are \( N-phenylacetamide \) and \( N-methylbenzamide \). 5. **Analyzing the Statements:** Now, we will evaluate the correctness of the statements provided in the question: - **Statement 1:** The oxime formed may be either E or Z. - This statement is **true** because the oxime has a double bond (C=N) and can exhibit geometrical isomerism. - **Statement 2:** Amide on hydrolysis gives a mixture of acetic acid, benzoic acid, and methyl amine. - This statement is **true** as hydrolysis of the amides will yield the respective acids and amines. - **Statement 3:** The preparation of the oxime is a nucleophilic addition followed by an elimination reaction. - This statement is **true** because the formation of the oxime involves nucleophilic addition, followed by the elimination of water. - **Statement 4:** Oxygens and amides are isomers. - This statement is **true** as both have the same molecular formula but different structures. 6. **Conclusion:** All four statements regarding the reaction are correct. ### Final Answer: All four statements are true regarding the reaction of \( C_6H_5C(=O)CH_3 \) with \( NH_2OH \) and subsequent reaction with \( PCl_5 \). ---
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