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Et-O-overset(O)overset(||)(C)-O-Et under...

`Et-O-overset(O)overset(||)(C)-O-Et underset((2) H_(3)O^(o+))overset((1) HC_(3)MgBr ("excess"))rarr (A)`, Product (A) is :

A

`CH_(3)-overset(O)overset(||)(C)-O-Et`

B

`CH_(3)-overset(O)overset(||)(C)-CH_(3)`

C

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

D

`CH_(3)-CH_(2)-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question, we need to analyze the reaction of an ether with Grignard reagent followed by acidic hydrolysis. The structure provided is an ether with the formula Et-O-C(=O)-O-Et, which can be interpreted as diethyl carbonate. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are diethyl carbonate (Et-O-C(=O)-O-Et) and excess methyl magnesium bromide (HC₃MgBr). 2. **First Reaction with Grignard Reagent**: - The Grignard reagent (HC₃MgBr) acts as a nucleophile. The carbon atom in the carbonyl group (C=O) of diethyl carbonate is electrophilic and will be attacked by the nucleophile. - The nucleophilic attack leads to the formation of a tetrahedral intermediate where the carbonyl oxygen becomes negatively charged. 3. **Formation of Alkoxide Intermediate**: - The tetrahedral intermediate will collapse, leading to the cleavage of the bond between the carbonyl carbon and the oxygen of the ethyl group (Et-O). - This results in the formation of a new product: Et-O-C(OH)-C(=O)-O-Et and the release of an ethoxide ion (EtO⁻). 4. **Second Reaction with Excess Grignard Reagent**: - Since excess methyl magnesium bromide is present, it will react again with the carbonyl carbon of the newly formed intermediate. - This results in another nucleophilic attack, leading to the formation of a second alkoxide intermediate. 5. **Final Product Formation**: - The alkoxide intermediate will again undergo hydrolysis when treated with H₃O⁺, leading to the formation of a tertiary alcohol. - The final product will be a tertiary alcohol with the structure: (CH₃)₃C-OH (tert-butanol). ### Final Product: The final product (A) is a tertiary alcohol, specifically tert-butanol.

To solve the given question, we need to analyze the reaction of an ether with Grignard reagent followed by acidic hydrolysis. The structure provided is an ether with the formula Et-O-C(=O)-O-Et, which can be interpreted as diethyl carbonate. ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are diethyl carbonate (Et-O-C(=O)-O-Et) and excess methyl magnesium bromide (HC₃MgBr). 2. **First Reaction with Grignard Reagent**: ...
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