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The major product of the following react...

The major product of the following reaction is `CH_(3)C-=CH underset((ii) DI)overset((i) DCl(1 "equiv")) to`

A

`CH_(3)CH(Cl)CHD(I)`

B

`CH_(3)C(I)(Cl)CHD_(2)`

C

`CH_(3)CD_(2)CH(Cl)(I)`

D

`CH_(3)CD(I)CHD(Cl)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the reaction of the alkyne \( \text{CH}_3C \equiv CH \) with one equivalent of DCl (deuterium chloride). The reaction proceeds through a series of steps involving the formation of a carbocation intermediate and subsequent addition of D and Cl. ### Step-by-Step Solution: 1. **Identify the Reactants**: We have the alkyne \( \text{CH}_3C \equiv CH \) and we are reacting it with one equivalent of DCl. 2. **Addition of DCl**: When DCl is added to the alkyne, the triple bond reacts with DCl. The triple bond is nucleophilic, and it will attack the D atom from DCl, leading to the formation of a carbocation. \[ \text{CH}_3C \equiv CH + DCl \rightarrow \text{CH}_3C^{+}D + Cl^{-} \] 3. **Formation of Carbocation**: The addition of D leads to the formation of a carbocation. There are two possible carbocations that can form: - \( \text{CH}_3C^{+}D \) (secondary carbocation) - \( \text{CH}_2D^{+}CH_3 \) (primary carbocation) The secondary carbocation \( \text{CH}_3C^{+}D \) is more stable due to hyperconjugation and inductive effects. 4. **Nucleophilic Attack by Cl**: The chloride ion \( Cl^{-} \) will now attack the more stable carbocation \( \text{CH}_3C^{+}D \). \[ \text{CH}_3C^{+}D + Cl^{-} \rightarrow \text{CH}_3CClD \] 5. **Final Product**: The final product after the addition of DCl will be \( \text{CH}_3CClD \). ### Final Answer: The major product of the reaction is \( \text{CH}_3CClD \). ---

To solve the problem, we need to analyze the reaction of the alkyne \( \text{CH}_3C \equiv CH \) with one equivalent of DCl (deuterium chloride). The reaction proceeds through a series of steps involving the formation of a carbocation intermediate and subsequent addition of D and Cl. ### Step-by-Step Solution: 1. **Identify the Reactants**: We have the alkyne \( \text{CH}_3C \equiv CH \) and we are reacting it with one equivalent of DCl. 2. **Addition of DCl**: ...
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