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The compound obtained by the hydrolysis ...

The compound obtained by the hydrolysis of the adduct formed by the reaction of ethyl magnesium bromide and acetadehyde is :

A

Propanol

B

2-methyl-1-Propanol

C

2-Butanol

D

2-methyl-2-butanol

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we will follow these steps: ### Step 1: Identify the reactants The reactants in this case are ethyl magnesium bromide (C2H5MgBr) and acetaldehyde (CH3CHO). ### Step 2: Understand the reaction Ethyl magnesium bromide is a Grignard reagent, which acts as a nucleophile. It will attack the electrophilic carbon in the carbonyl group of acetaldehyde. ### Step 3: Draw the reaction mechanism 1. The nucleophile (C2H5-) attacks the carbonyl carbon of acetaldehyde (CH3CHO). 2. This leads to the formation of a tetrahedral intermediate, which has a negatively charged oxygen (alkoxide). ### Step 4: Write the structure of the adduct The adduct formed after the nucleophilic attack can be represented as: - CH3-CH(OH)-C2H5 (with a negative charge on the oxygen). ### Step 5: Hydrolysis of the adduct Upon hydrolysis, the adduct reacts with water (H2O): 1. The negatively charged oxygen (O-) will bond with a hydrogen ion (H+) from water, forming an alcohol. 2. The magnesium bromide part will dissociate, leading to the formation of magnesium hydroxide (Mg(OH)Br). ### Step 6: Identify the final product The product of this hydrolysis is 2-butanol (C4H10O), which can be represented as: - CH3-CH(OH)-CH2-CH3. ### Final Answer The compound obtained by the hydrolysis of the adduct formed by the reaction of ethyl magnesium bromide and acetaldehyde is **2-butanol**. ---
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Knowledge Check

  • Phenylethanol may be prepared by the reaction of phenyl magnesium bromide with :

    A
    `HCHO`
    B
    `CH_(3)CHO`
    C
    `CH_(3)COCH_(3)`
    D
  • The product obtained on treating acetone with ethyl magnesium bromide followed by hydrolysis is :

    A
    `CH_(3)CH_(2)CH_(2)CH_(2)OH`
    B
    `H_(3)C-overset(OH) overset(|) underset(H) underset(|)(C)- underset(H_(2)) underset(|)(C)-CH_(3)`
    C
    D
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