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The major product of the following react...

The major product of the following reaction :
`(CH_(3)O)_(2)COunderset("hydrolysis")overset(C_(2)H_(5)MgBr//"excess")rarr`is :

A

`(C_(2)H_(5))_(3)COH`

B

`(CH_(3))_(3)COH`

C

`C_(2)H_(5)COC_(2)H_(5)`

D

`HCOOH`.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction involving the compound (CH₃O)₂CO and the reagent C₂H₅MgBr under hydrolysis conditions. Let's break down the steps involved in determining the major product of this reaction. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are (CH₃O)₂CO (dimethyl carbonate) and C₂H₅MgBr (ethyl magnesium bromide), which is a Grignard reagent. 2. **Understand the Reaction**: Grignard reagents react with carbonyl compounds (like ketones and aldehydes) to form alcohols. In this case, (CH₃O)₂CO has a carbonyl group (C=O) that can react with the Grignard reagent. 3. **Nucleophilic Attack**: The ethyl group (C₂H₅) from the Grignard reagent acts as a nucleophile and attacks the carbonyl carbon of (CH₃O)₂CO. This leads to the formation of a tetrahedral intermediate. 4. **Formation of the Intermediate**: The tetrahedral intermediate will have the structure: \[ (CH₃O)C(OH)(C₂H₅)(OCH₃) \] Here, one of the methoxy groups (OCH₃) is still attached to the carbon. 5. **Collapse of the Intermediate**: The tetrahedral intermediate will collapse, leading to the elimination of one of the methoxy groups. This gives us a ketone: \[ C₂H₅C(=O)(OCH₃) \] 6. **Second Nucleophilic Attack**: The same Grignard reagent (C₂H₅MgBr) can attack the newly formed ketone. The ethyl group again attacks the carbonyl carbon, forming another tetrahedral intermediate. 7. **Final Product Formation**: Upon hydrolysis (addition of water and acid), the final product will be: \[ C₂H₅C(OH)(C₂H₅)(O) \] This can be simplified to: \[ C₂H₅C(OH)(C₂H₅)O \] or written as: \[ C₂H₅C(OH)(C₂H₅)O \] 8. **Conclusion**: The major product of the reaction is: \[ C₂H₅C(OH)(C₂H₅)O \] This is a tertiary alcohol with two ethyl groups attached to the carbon bearing the hydroxyl group. ### Final Answer: The major product of the reaction is: \[ C₂H₅C(OH)(C₂H₅)O \] ---

To solve the problem, we need to analyze the reaction involving the compound (CH₃O)₂CO and the reagent C₂H₅MgBr under hydrolysis conditions. Let's break down the steps involved in determining the major product of this reaction. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are (CH₃O)₂CO (dimethyl carbonate) and C₂H₅MgBr (ethyl magnesium bromide), which is a Grignard reagent. 2. **Understand the Reaction**: ...
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