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In the following reaction RCH(2)COOH o...

In the following reaction
`RCH_(2)COOH overset(Br_(2)//P)rarr X overset("excess "NH_(3))rarr Y`
The major compounds X and Y are

A

`RCH(Br)CONH_(2), RCH(NH_(2))COOH`

B

`RCH(Br)COOH,RCH(NH_(2))COOH`

C

`RCH_(2)COBr,RCH_(2)COONH_(4)`

D

`RCH(Br)COOH,RCH_(2)CONH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the given reaction step by step. ### Step 1: Identify the starting compound The starting compound is a carboxylic acid represented as RCH₂COOH. This compound contains an alpha hydrogen (the hydrogen atom on the carbon adjacent to the carboxylic acid group). **Hint:** Identify the functional groups present in the starting compound to understand how they will react. ### Step 2: Understand the reaction with Br₂ and Red Phosphorus When a carboxylic acid with alpha hydrogen is treated with bromine (Br₂) in the presence of red phosphorus (P), it undergoes halogenation at the alpha position. This reaction is known as the Hell-Volhard-Zelinsky (HVZ) reaction. In this case, the alpha hydrogen is replaced by a bromine atom, resulting in the compound: \[ RCHBrCOOH \] This compound is our product X. **Hint:** Remember that the HVZ reaction specifically targets the alpha hydrogen of carboxylic acids. ### Step 3: Reacting compound X with excess NH₃ Next, we treat the compound X (RCHBrCOOH) with excess ammonia (NH₃). The nitrogen in ammonia acts as a nucleophile and attacks the carbon atom that is bonded to the bromine atom. The bromine is a good leaving group, allowing the nitrogen to replace it. The reaction can be represented as: \[ RCHBrCOOH + NH₃ \rightarrow RCH(NH₂)COOH + HBr \] This results in the formation of compound Y, which is an amino acid: \[ RCH(NH₂)COOH \] **Hint:** Recognize that nucleophiles can replace leaving groups in organic reactions. ### Conclusion The major compounds formed in the reaction are: - **X:** RCHBrCOOH (bromo acid) - **Y:** RCH(NH₂)COOH (amino acid) ### Final Answer - **X:** RCHBrCOOH - **Y:** RCH(NH₂)COOH ---

To solve the problem, we need to analyze the given reaction step by step. ### Step 1: Identify the starting compound The starting compound is a carboxylic acid represented as RCH₂COOH. This compound contains an alpha hydrogen (the hydrogen atom on the carbon adjacent to the carboxylic acid group). **Hint:** Identify the functional groups present in the starting compound to understand how they will react. ### Step 2: Understand the reaction with Br₂ and Red Phosphorus ...
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DISHA PUBLICATION-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-Exercise - 1 : Concept Builder (Topicwise) (TOPIC 3 : Preparation and Properties of Carboxylic Acids)
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