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The mechanism of SN1 reaction is given a...

The mechanism of SN1 reaction is given as :
`underset("pair")underset("Solvent Separated ion")(underset("lon pair")(R-X-R^(o+)X^(Theta)rarrR^(o+))"||"X^(Theta)overset(Y^(Theta))rarrR-Y+X^(Theta))`
A student writes general characteristics based on the given mechanism as :
(a) The reaction is favoured by weak nucleophiles.
(b) `R^(o+)` would be easily formed if the substituents are bulky.
(c) The reaction is accompanied by racemization.
Which observations are correct?

A

(a) and (b)

B

(a), (b) and (c)

C

(a) and (c)

D

(b) and (d)

Text Solution

AI Generated Solution

The correct Answer is:
To analyze the statements regarding the SN1 reaction mechanism, let's break down each statement step by step: ### Step 1: Understanding the SN1 Mechanism - The SN1 reaction involves two main steps: 1. Formation of a carbocation (R⁺) from the substrate (R-X). 2. Nucleophilic attack on the carbocation by a nucleophile (Y) to form the product (R-Y). ### Step 2: Evaluating Statement (a) - **Statement (a)**: "The reaction is favored by weak nucleophiles." - In an SN1 mechanism, the formation of the carbocation is the rate-determining step. Weak nucleophiles are preferred because they do not compete with the carbocation formation and do not act as bases. Strong nucleophiles would favor an SN2 mechanism instead. - **Conclusion**: This statement is **incorrect**. ### Step 3: Evaluating Statement (b) - **Statement (b)**: "R⁺ would be easily formed if the substituents are bulky." - Bulky substituents stabilize the carbocation through hyperconjugation and inductive effects. Therefore, if the substituents are bulky, the carbocation (R⁺) will be more stable and can form more easily. - **Conclusion**: This statement is **correct**. ### Step 4: Evaluating Statement (c) - **Statement (c)**: "The reaction is accompanied by racemization." - The carbocation formed in an SN1 reaction is planar (sp² hybridized), allowing the nucleophile to attack from either side. This leads to the formation of both enantiomers, resulting in a racemic mixture. - **Conclusion**: This statement is **correct**. ### Final Conclusion - The correct observations based on the analysis are: - Statement (a) is incorrect. - Statement (b) is correct. - Statement (c) is correct. Thus, the correct observations are **(b) and (c)**.

To analyze the statements regarding the SN1 reaction mechanism, let's break down each statement step by step: ### Step 1: Understanding the SN1 Mechanism - The SN1 reaction involves two main steps: 1. Formation of a carbocation (R⁺) from the substrate (R-X). 2. Nucleophilic attack on the carbocation by a nucleophile (Y) to form the product (R-Y). ### Step 2: Evaluating Statement (a) ...
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