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In the reaction CF(3)-CHCl(2) underset...

In the reaction
`CF_(3)-CHCl_(2) underset(Delta)overset(LDA)rarr CF_(2) = CCl_(2)`
Intermediate formed is :

A

carbocation

B

carbanion

C

free radical

D

No intermediate formed

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the intermediate formed in the reaction of `CF3-CHCl2` with LDA, we will follow these steps: ### Step 1: Identify the Reactants and Conditions The reactant is `CF3-CHCl2`, and it is treated with LDA (Lithium Diethyl Amine), which is a strong base. **Hint:** Recognize the role of LDA as a strong base that can facilitate elimination reactions. ### Step 2: Analyze the Type of Reaction The formation of `CF2=CCl2` indicates that an elimination reaction is taking place. In elimination reactions, we typically remove a leaving group and a hydrogen atom to form a double bond. **Hint:** Look for the products to determine the type of reaction occurring (elimination in this case). ### Step 3: Determine the Elimination Mechanism There are three types of elimination mechanisms: E1, E2, and E1CB. Since LDA is a strong base, it is unlikely to follow the E1 mechanism, which typically involves carbocation formation. **Hint:** Recall that E2 mechanisms do not form intermediates, while E1CB mechanisms do. ### Step 4: Eliminate E2 Mechanism In E2 elimination, no intermediate is formed; only a transition state exists. Since we are looking for an intermediate, we can rule out the E2 mechanism. **Hint:** Remember that E2 reactions proceed in a single step without intermediates. ### Step 5: Confirm E1CB Mechanism Given that E2 is ruled out, the remaining possibility is the E1CB mechanism, which involves the formation of a carbanion intermediate. The presence of an electron-withdrawing group (CF3) supports the formation of a carbanion. **Hint:** Identify the role of electron-withdrawing groups in facilitating the E1CB mechanism. ### Step 6: Formation of the Carbanion In the E1CB mechanism, the strong base (LDA) abstracts a proton (H) from the carbon adjacent to the leaving group (Cl), resulting in the formation of a carbanion (`CF3-CCl2-`). **Hint:** Visualize the process of proton abstraction leading to carbanion formation. ### Step 7: Finalize the Product After the carbanion is formed, the negative charge can shift, leading to the formation of the double bond and the final product `CF2=CCl2`. **Hint:** Understand how charge rearrangement leads to the final product in elimination reactions. ### Conclusion The intermediate formed in the reaction is a **carbanion**. **Final Answer:** The intermediate formed is a carbanion.

To solve the question regarding the intermediate formed in the reaction of `CF3-CHCl2` with LDA, we will follow these steps: ### Step 1: Identify the Reactants and Conditions The reactant is `CF3-CHCl2`, and it is treated with LDA (Lithium Diethyl Amine), which is a strong base. **Hint:** Recognize the role of LDA as a strong base that can facilitate elimination reactions. ### Step 2: Analyze the Type of Reaction ...
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