Choose the correct option.
The Correct Option is B
Solution and Explanation
To determine the major product of the given reaction, we need to analyze the provided reaction.
The reaction involves the conversion of a benzamide (containing the \(\text{CONH}_2\) group) into another compound under the influence of \(\text{Br}_2/\text{KOH}\) and heat (Δ).
This is a classic example of the Hofmann Bromamide reaction, which results in the formation of a primary amine from a primary amide. The reaction proceeds with the loss of the carbonyl group (i.e., one less carbon in the product than in the amide).
The mechanism involves the following steps:
- Formation of N-bromamide by action of \(\text{Br}_2\).
- Base-induced deprotonation to form an anion.
- Rearrangement to form an isocyanate intermediate via migration of R-group.
- Hydrolysis of isocyanate to give a primary amine.
In the given reaction, the benzamide part undergoes this transformation:
\(\text{C}_6\text{H}_5\text{CONH}_2 \Rightarrow \text{C}_6\text{H}_5\text{CH}_2\text{NH}_2\)
So, the carbonyl carbon is lost, and we get the primary amine attached to the aromatic ring.
Now, we need to check the options and identify the structure of the product:
The correct structure of the major product matches with the second option:
Therefore, the correct answer is the one that shows aniline as the major product, given that the benzamide is converted via the Hofmann Bromamide reaction.
The correct answer is option (B):
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Concepts Used:
Aldehydes, Ketones, and Carboxylic Acids
Aldehydes, Ketones, and Carboxylic Acids are carbonyl compounds that contain a carbon-oxygen double bond. These organic compounds are very important in the field of organic chemistry and also have many industrial applications.
Aldehydes:
Aldehydes are organic compounds that have the functional group -CHO.
Preparation of Aldehydes
Acid chlorides are reduced to aldehydes with hydrogen in the presence of palladium catalyst spread on barium sulfate.
Ketones:
Ketones are organic compounds that have the functional group C=O and the structure R-(C=O)-R’.
Preparation of Ketones
Acid chlorides on reaction with dialkyl cadmium produce ketones. Dialkyl cadmium themselves are prepared from Grignard reagents.
Carboxylic Acid:
Carboxylic acids are organic compounds that contain a (C=O)OH group attached to an R group (where R refers to the remaining part of the molecule).
Preparation of Carboxylic Acids
Primary alcohols are readily oxidized to carboxylic acids with common oxidizing agents such as potassium permanganate in neutral acidic or alkaline media or by potassium dichromate and chromium trioxide in acidic media.