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Compounds (A) and (C ) in the following ...

Compounds (A) and (C ) in the following reactions are
`CH_(3)CHO overset((i)CH_(3)MgBr)underset((ii)H_(2)O)to(A) overset(H_(2)SO_(4),Delta)to(B)overset("Hydroboration oxidation")to (C)`

A

identical

B

positional isomers

C

functional isomers

D

optical isomers.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step-by-step, we will analyze the reactions involving compound (A) and compound (C) based on the provided information. ### Step 1: Identify Compound A 1. **Starting Compound**: The reaction starts with acetaldehyde (CH₃CHO). 2. **Reaction with Grignard Reagent**: When acetaldehyde reacts with the Grignard reagent (CH₃MgBr), the nucleophile (CH₃⁻) attacks the electrophilic carbon of the carbonyl group (C=O) in acetaldehyde. 3. **Formation of Alcohol**: This results in the formation of a magnesium alkoxide intermediate. Upon hydrolysis (reaction with water), this intermediate converts to a secondary alcohol. - **Resulting Compound A**: The product is 2-butanol (CH₃CH(OH)CH₂CH₃). ### Step 2: Identify Compound B 1. **Dehydration of Compound A**: The secondary alcohol (2-butanol) is then treated with sulfuric acid (H₂SO₄) and heated. This leads to dehydration, where water is removed. 2. **Formation of Alkene**: The dehydration of 2-butanol results in the formation of butene (specifically, 2-butene). - **Resulting Compound B**: The product is 2-butene (CH₃CH=CHCH₃). ### Step 3: Identify Compound C 1. **Hydroboration-Oxidation of Compound B**: The next step involves hydroboration-oxidation of 2-butene. - **Hydroboration**: In this step, 2-butene reacts with diborane (B₂H₆) in tetrahydrofuran (THF), leading to the formation of trialkyl borane. - **Oxidation**: This is followed by oxidation with hydrogen peroxide (H₂O₂) in a basic medium, resulting in the addition of -OH across the double bond. 2. **Anti-Markovnikov Addition**: According to the anti-Markovnikov rule, the hydroxyl group (-OH) will add to the less substituted carbon, leading to the formation of a primary alcohol. - **Resulting Compound C**: The product is butanol (specifically, 1-butanol, CH₃CH₂CH₂OH). ### Summary of Compounds - **Compound A**: 2-butanol (CH₃CH(OH)CH₂CH₃) - **Compound C**: 1-butanol (CH₃CH₂CH₂OH) ### Final Answer - Compound (A) is 2-butanol. - Compound (C) is 1-butanol. ---

To solve the problem step-by-step, we will analyze the reactions involving compound (A) and compound (C) based on the provided information. ### Step 1: Identify Compound A 1. **Starting Compound**: The reaction starts with acetaldehyde (CH₃CHO). 2. **Reaction with Grignard Reagent**: When acetaldehyde reacts with the Grignard reagent (CH₃MgBr), the nucleophile (CH₃⁻) attacks the electrophilic carbon of the carbonyl group (C=O) in acetaldehyde. 3. **Formation of Alcohol**: This results in the formation of a magnesium alkoxide intermediate. Upon hydrolysis (reaction with water), this intermediate converts to a secondary alcohol. - **Resulting Compound A**: The product is 2-butanol (CH₃CH(OH)CH₂CH₃). ...
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