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Compounds A, B and C in the following re...

Compounds A, B and C in the following reaction sequence are:
` C_(2) H_(5)Br overset("AgCN")(rarr) A overset(H3O^(+))(rarr)` B + C

A

`C_(2) H_(5)CN, C_(2)H_(5)"COOH", NH_(3)`

B

`C_(2)H_(5)"NC", C_(2) H_(5) NH_(2),"HCOOH"`

C

`C_(2)H_(5)"NC", C_(2) H_(5) "NHCH"_(3),"HCOOH"`

D

none of these

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The correct Answer is:
To solve the problem, we need to identify the compounds A, B, and C in the given reaction sequence involving the compound C2H5Br (ethyl bromide) reacting with AgCN and subsequently undergoing hydrolysis with H3O+. ### Step-by-Step Solution: 1. **Identify the Initial Compound**: The starting compound is C2H5Br, which can be written as CH3CH2Br (ethyl bromide). 2. **Reaction with AgCN**: When C2H5Br reacts with AgCN, a nucleophilic substitution occurs. In this case, the nucleophile is not CN⁻ directly because AgCN does not dissociate to release CN⁻ ions due to the strong covalent bond between Ag and CN. Instead, the nitrogen atom of the isocyanide (AgCN) acts as the nucleophile. - **Reaction**: \[ CH3CH2Br + AgCN \rightarrow CH3CH2NC + AgBr \] - **Compound A**: The product formed is ethyl isocyanide (CH3CH2NC). 3. **Hydrolysis of Compound A**: The next step involves the hydrolysis of compound A (ethyl isocyanide) using H3O⁺. During hydrolysis, the isocyanide will react with water and H⁺ ions. - **Mechanism**: - The nitrogen in the isocyanide has a lone pair that can attack a proton (H⁺) from H3O⁺, leading to a positively charged intermediate. - Water (H2O) can then attack the carbon atom, leading to the formation of an unstable intermediate. - **Intermediate Formation**: \[ CH3CH2NC + H3O^+ \rightarrow CH3CH2N^+(H)C \text{(unstable)} \] 4. **Formation of Compounds B and C**: The unstable intermediate will rearrange and undergo further reactions, leading to the formation of two products, B and C. - **Final Products**: - **Compound B**: The stable product formed after hydrolysis is ethylamine (C2H5NH2). - **Compound C**: The other product formed is formic acid (HCOOH). 5. **Final Identification**: - **Compound A**: Ethyl isocyanide (CH3CH2NC) - **Compound B**: Ethylamine (C2H5NH2) - **Compound C**: Formic acid (HCOOH) ### Summary of Compounds: - **A**: CH3CH2NC (ethyl isocyanide) - **B**: C2H5NH2 (ethylamine) - **C**: HCOOH (formic acid)
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VMC MODULES ENGLISH-HALOALKANES & HALOARENES -IMPECCABLE
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