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The major product Y in the following seq...

The major product Y in the following sequence of reaction is:
Aniline `overset((i) NaNO_(2)//HCl,273K)underset((ii)CuCN//KCN)to(X) overset((i)"DIBAL-H")underset((ii)H_(2)O)to (Y)`

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To determine the major product Y in the given sequence of reactions starting from aniline, let's break down the steps systematically. ### Step 1: Diazotization of Aniline - **Reaction:** Aniline (C6H5NH2) is treated with sodium nitrite (NaNO2) and hydrochloric acid (HCl) at 273 K (0°C). - **Process:** This reaction leads to the formation of a diazonium salt. The amino group (-NH2) of aniline is converted into a diazonium group (-N2+). - **Product:** The product formed is benzenediazonium chloride (C6H5N2Cl). ### Step 2: Nucleophilic Substitution with Cyanide - **Reaction:** The benzenediazonium chloride is then treated with copper(I) cyanide (CuCN) in the presence of potassium cyanide (KCN). - **Process:** The cyanide ion (CN-) acts as a nucleophile and attacks the carbon of the diazonium group, leading to the substitution of the diazonium group with a cyanide group. - **Product:** The product formed is benzonitrile (C6H5CN). ### Step 3: Reduction of Benzonitrile - **Reaction:** Benzonitrile is then treated with diisobutylaluminum hydride (DIBAL-H) followed by hydrolysis with water (H2O). - **Process:** DIBAL-H reduces the nitrile group (C≡N) to an aldehyde (-CHO). The reaction involves the formation of an intermediate aluminum complex, which upon hydrolysis gives the final product. - **Product:** The final product obtained is benzaldehyde (C6H5CHO). ### Final Product Y - The major product Y after the sequence of reactions is benzaldehyde (C6H5CHO). ### Summary of Steps 1. **Aniline + NaNO2/HCl → Benzenediazonium chloride (C6H5N2Cl)** 2. **Benzenediazonium chloride + CuCN/KCN → Benzonitrile (C6H5CN)** 3. **Benzonitrile + DIBAL-H → Intermediate → Benzaldehyde (C6H5CHO)**
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