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Ethylester underset("excess")overset(CH(...

Ethylester `underset("excess")overset(CH_(3)CH_(2)MgBr)toP`. The product P will be

A

`CH_(3)underset(OH)underset(|)overset(C_(2)H_(5))overset(|)C-CH_(3)`

B

`CH_(3)-underset(OH)underset(|)overset(CH_(3))overset(|)C-CH_(3)`

C

`CH_(3)-underset(OH)underset(|)overset(C_(2)H_(5))overset(|)C-C_(2)H_(5)`

D

`CH_(3)-underset(OH)underset(|)overset(H)overset(|)C-C_(2)H_(5)`

Text Solution

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The correct Answer is:
To solve the problem of determining the product P when ethyl ester is treated with excess CH₃CH₂MgBr (ethyl magnesium bromide), we can follow these steps: ### Step 1: Identify the Reactants The reactant is ethyl ester, which can be represented as CH₃CH₂OCOCH₃ (ethyl acetate). The Grignard reagent is CH₃CH₂MgBr. ### Step 2: Nucleophilic Attack The Grignard reagent (CH₃CH₂MgBr) acts as a nucleophile and will attack the carbonyl carbon of the ethyl ester. This results in the formation of a tetrahedral intermediate. The reaction can be illustrated as follows: 1. The nucleophilic ethyl group (CH₃CH₂-) attacks the carbonyl carbon (C=O) of the ester. 2. The double bond between carbon and oxygen breaks, leading to the formation of a new bond between the carbon of the Grignard reagent and the carbonyl carbon of the ester. ### Step 3: Formation of an Intermediate After the nucleophilic attack, we get an intermediate product: \[ \text{CH}_3\text{C(OH)(C}_2\text{H}_5)\text{O} \] Additionally, we release ethanol (C₂H₅OH) as a byproduct. ### Step 4: Second Nucleophilic Attack Since we have excess Grignard reagent, a second nucleophilic attack occurs. The hydroxyl group (OH) from the intermediate can be further attacked by another molecule of CH₃CH₂MgBr. This leads to the formation of another carbon-carbon bond: 1. The ethyl group from the Grignard reagent attacks the carbon of the hydroxyl group. 2. This results in the formation of a new carbon-carbon bond. ### Step 5: Final Product Formation After the second attack, we will have a tertiary alcohol, which can be represented as: \[ \text{CH}_3\text{C(OH)(C}_2\text{H}_5)(C}_2\text{H}_5) \] After hydrolysis, the final product P will be: \[ \text{CH}_3\text{C(OH)(C}_2\text{H}_5)(C}_2\text{H}_5) \] This compound is 1,1-diethyl-2-propanol. ### Conclusion The final product P formed from the reaction of ethyl ester with excess CH₃CH₂MgBr is a tertiary alcohol.

To solve the problem of determining the product P when ethyl ester is treated with excess CH₃CH₂MgBr (ethyl magnesium bromide), we can follow these steps: ### Step 1: Identify the Reactants The reactant is ethyl ester, which can be represented as CH₃CH₂OCOCH₃ (ethyl acetate). The Grignard reagent is CH₃CH₂MgBr. ### Step 2: Nucleophilic Attack The Grignard reagent (CH₃CH₂MgBr) acts as a nucleophile and will attack the carbonyl carbon of the ethyl ester. This results in the formation of a tetrahedral intermediate. The reaction can be illustrated as follows: ...
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