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Among the following which one does not a...

Among the following which one does not act as an intermediate in hofmann rearrangement

A

`RNCO`

B

`RCO overset(..)N`

C

`RCO overset(..)NHBr`

D

`RNC`

Text Solution

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The correct Answer is:
To solve the question regarding which compound does not act as an intermediate in the Hofmann rearrangement, we will follow these steps: ### Step 1: Understand the Hofmann Rearrangement The Hofmann rearrangement is a chemical reaction where an amide is converted into a primary amine with the loss of one carbon atom. This reaction typically involves the treatment of an amide with bromine (Br2) in the presence of a strong base, such as potassium hydroxide (KOH). ### Step 2: Identify the Reaction Mechanism The mechanism of the Hofmann rearrangement involves several key intermediates: 1. Formation of N-haloamide (R-C(O)-N-H-Br). 2. Rearrangement to isocyanate (R-N=C=O). 3. Hydrolysis of isocyanate to form the final product, which is a primary amine (R-NH2). ### Step 3: Analyze the Given Options Now, let's analyze the options provided in the question to determine which one does not act as an intermediate: 1. **R-N-C-O**: This represents an isocyanate, which is indeed an intermediate in the reaction. 2. **RCON**: This is an amide, which is the starting material and not an intermediate. 3. **RCONHBr**: This is the N-haloamide formed during the reaction, thus it is an intermediate. 4. **RNC**: This represents an alkyl isocyanide, which is not formed during the Hofmann rearrangement. ### Step 4: Conclusion From the analysis, we can conclude that the compound that does not act as an intermediate in the Hofmann rearrangement is **RNC** (option 4). Thus, the answer is: **Option 4: RNC does not act as an intermediate in Hofmann rearrangement.** ---

To solve the question regarding which compound does not act as an intermediate in the Hofmann rearrangement, we will follow these steps: ### Step 1: Understand the Hofmann Rearrangement The Hofmann rearrangement is a chemical reaction where an amide is converted into a primary amine with the loss of one carbon atom. This reaction typically involves the treatment of an amide with bromine (Br2) in the presence of a strong base, such as potassium hydroxide (KOH). ### Step 2: Identify the Reaction Mechanism The mechanism of the Hofmann rearrangement involves several key intermediates: 1. Formation of N-haloamide (R-C(O)-N-H-Br). ...
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