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underset("(excess)")(CH(3)MgBr) + Et - O...

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

A

B

C

D

Text Solution

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The correct Answer is:
To solve the problem, we will go through the reaction step by step, starting from the Grignard reagent (CH₃MgBr) and the given ester (Et-O-C(=O)-Et). ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are Methyl Magnesium Bromide (CH₃MgBr) and the ester Ethyl Acetate (Et-O-C(=O)-Et). 2. **Nucleophilic Attack**: The Grignard reagent (CH₃MgBr) acts as a nucleophile. The carbon atom in the carbonyl group (C=O) of the ester is electrophilic. The nucleophile (CH₃⁻) will attack this electrophilic carbon atom. - Reaction: CH₃MgBr + Et-O-C(=O)-Et → CH₃-C(=O)-OEt + MgBrOEt 3. **Formation of Tetrahedral Intermediate**: The attack of the methyl group leads to the formation of a tetrahedral intermediate. The oxygen atom of the ester becomes negatively charged (alkoxide ion). - Intermediate: CH₃-C(OH)-OEt 4. **Elimination of Ethoxy Group**: The tetrahedral intermediate can collapse, leading to the elimination of the ethoxy group (OEt) and forming a ketone. - Reaction: CH₃-C(OH)-OEt → CH₃-C(=O)-Et + OEt⁻ 5. **Second Nucleophilic Attack**: The formed ketone (CH₃-C(=O)-Et) can again react with excess CH₃MgBr. The nucleophile (CH₃⁻) attacks the carbonyl carbon of the ketone. - Reaction: CH₃-C(=O)-Et + CH₃MgBr → CH₃-C(OH)(CH₃)-OEt 6. **Formation of Tertiary Alcohol**: The tetrahedral intermediate formed from the second nucleophilic attack can again collapse, leading to the formation of a tertiary alcohol after protonation. - Final Product: CH₃-C(OH)(CH₃)-OEt 7. **Protonation**: Finally, the alkoxide ion formed during the reaction will be protonated during the acidic workup to yield the final product, which is a tertiary alcohol. - Final Product: CH₃-C(OH)(CH₃)-OEt (Tertiary alcohol) ### Conclusion: The product A is a tertiary alcohol with the structure CH₃-C(OH)(CH₃)-OEt.

To solve the problem, we will go through the reaction step by step, starting from the Grignard reagent (CH₃MgBr) and the given ester (Et-O-C(=O)-Et). ### Step-by-Step Solution: 1. **Identify the Reactants**: The reactants are Methyl Magnesium Bromide (CH₃MgBr) and the ester Ethyl Acetate (Et-O-C(=O)-Et). 2. **Nucleophilic Attack**: ...
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Knowledge Check

  • Ph - CH_(2) - overset(O)overset(||)(C) - OH underset((2)H^(oplus))overset((1)NaOH,CaO,Delta)(rarr)(A) Product (A) is :

    A
    `Ph - CO_(2)H`
    B
    `Ph - CH_(2) - OH`
    C
    `Ph - CH_(3)`
    D
  • 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)`
  • CH_(3)MgBr+CH_(2)=CH- overset(O) overset(||)(C)-H overset(H_(3)O^(+))to Product (1, 4 addition). It is :

    A
    `CH_(32)=CH-overset(OH) overset(|) underset(CH_(3)) underset(|)(C)-H`
    B
    `underset(OH) underset(|)(CH)CH=CH_(3)`
    C
    `CH_(3)CH_(2)CH_(2)CHO`
    D
    none of the above is correct
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