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(CH(3))(3)CMgBr on reaction with D(2)O p...

`(CH_(3))_(3)CMgBr` on reaction with `D_(2)O` produces `:`

A

`(CH_(3))_(3)`CD

B

`(CH_(3))_(3)`COD

C

`(CD_(3))_(3)`CD

D

`(CD_(3))_(3)`OD

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze the reaction of the compound `(CH₃)₃CMgBr` (which is tert-butylmagnesium bromide) with `D₂O` (heavy water). Here’s a step-by-step breakdown of the reaction: ### Step 1: Identify the structure of the compound The compound `(CH₃)₃CMgBr` is tert-butylmagnesium bromide. It consists of a tert-butyl group `(CH₃)₃C-` bonded to a magnesium bromide. The carbon in the tert-butyl group carries a negative charge, making it a nucleophile. **Hint:** Recognize that Grignard reagents like `(CH₃)₃CMgBr` have a carbon atom that behaves as a nucleophile due to the presence of the magnesium atom. ### Step 2: Understand the reaction with D₂O When `(CH₃)₃CMgBr` reacts with `D₂O`, the nucleophilic carbon `(CH₃)₃C-` will attack the deuterium in `D₂O`. The oxygen in `D₂O` is more electronegative and will hold a partial negative charge, making the deuterium a good electrophile. **Hint:** Remember that nucleophiles attack electrophiles, and in this case, the nucleophile is the carbon with a negative charge. ### Step 3: Write the reaction The nucleophilic attack will lead to the formation of a new bond between the carbon and deuterium. The reaction can be represented as: \[ (CH₃)₃C^- + D₂O \rightarrow (CH₃)₃CD + OD^- \] Here, `(CH₃)₃CD` is the product formed, and `OD^-` is the byproduct. **Hint:** Be careful to account for the byproducts in the reaction. The deuterium replaces the hydrogen in the alkyl group. ### Step 4: Identify the product The product of the reaction is `(CH₃)₃CD`, which is deuterated tert-butyl. This indicates that one of the hydrogen atoms in tert-butyl has been replaced by deuterium. **Hint:** Look for the final product and ensure that the substitution of hydrogen by deuterium is correctly represented. ### Final Answer: The product of the reaction of `(CH₃)₃CMgBr` with `D₂O` is `(CH₃)₃CD`.
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Knowledge Check

  • Me_(3)CMgCl on reaction with D_(2)O produces :

    A
    `Me_(3)CD`
    B
    `Me_(3)COD`
    C
    `(CH_(3))_(3)CD`
    D
    `(CH_(3))_(3)COD`
  • CH_(3)-CH_(2)-Broverset("Dry "Ag_(2)O)to Product of reaction is :

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