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In an S(N)1reaction on chiral centres, t...

In an `S_(N)1`reaction on chiral centres, there is

A

100% retention

B

100% iversion

C

100 % racemization

D

Inversion more than retention leading to partial racemization

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The correct Answer is:
To solve the question regarding the outcome of an \( S_N1 \) reaction on chiral centers, we can break it down into a series of steps: ### Step 1: Understand the \( S_N1 \) Mechanism The \( S_N1 \) (Substitution Nucleophilic Unimolecular) reaction involves two main steps: 1. Formation of a carbocation when the leaving group departs. 2. Nucleophilic attack on the carbocation. **Hint:** Remember that the \( S_N1 \) mechanism is characterized by the formation of a carbocation intermediate. ### Step 2: Identify the Chiral Center In the context of a chiral center, the carbon atom bonded to four different groups becomes a point of interest. When the leaving group (e.g., halogen) departs, it creates a planar carbocation. **Hint:** A chiral center has four different substituents, and its configuration can change during the reaction. ### Step 3: Analyze the Nucleophile's Attack The nucleophile can attack the planar carbocation from either side (front or back). This leads to two possible products: 1. Retention of configuration (if the nucleophile attacks from the same side as the leaving group). 2. Inversion of configuration (if the nucleophile attacks from the opposite side). **Hint:** The attack direction of the nucleophile determines whether the product retains or inverts the original configuration. ### Step 4: Consider Steric Hindrance In \( S_N1 \) reactions, steric hindrance can affect the yield of the products. If the leaving group creates steric hindrance, it may favor the nucleophile attacking from the back side, leading to a higher yield of the inversion product. **Hint:** Steric hindrance can influence the nucleophile's approach, thus affecting the product distribution. ### Step 5: Conclude the Outcome In \( S_N1 \) reactions involving chiral centers, there is typically a mixture of both retention and inversion products. However, due to steric factors, the inversion product is often favored, leading to a partial racemization of the original chiral compound. **Hint:** The final product distribution will show that inversion is generally more favored than retention, resulting in partial racemization. ### Final Answer In an \( S_N1 \) reaction on chiral centers, there is **partial racemization**, with inversion being more favored than retention due to steric hindrance effects.
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AAKASH INSTITUTE ENGLISH-HALOALKANES AND HALOARENES -ASSIGNMENT SECTION - C
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