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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 solve the question regarding the characteristics of the SN1 reaction mechanism, we will analyze each statement provided by the student based on our understanding of the SN1 reaction. ### Step-by-Step Solution: 1. **Understanding SN1 Mechanism**: - The SN1 reaction (Substitution Nucleophilic Unimolecular) occurs in two steps: 1. Formation of a carbocation intermediate when the leaving group departs. 2. Nucleophilic attack on the carbocation to form the final product. - The reaction rate depends only on the concentration of the substrate (the molecule undergoing substitution), hence "unimolecular". 2. **Analyzing Statement (a)**: - **Statement**: "The reaction is favoured by weak nucleophiles." - **Analysis**: This statement is **correct**. In SN1 reactions, a weak nucleophile is favored because a strong nucleophile would attack the substrate before the carbocation is formed, thus bypassing the carbocation stage. 3. **Analyzing Statement (b)**: - **Statement**: "R⁺ would be easily formed if the substituents are bulky." - **Analysis**: This statement is also **correct**. Bulky substituents stabilize the carbocation due to hyperconjugation and inductive effects. Therefore, a more stable carbocation is formed more readily when the substituents are bulky. 4. **Analyzing Statement (c)**: - **Statement**: "The reaction is accompanied by racemization." - **Analysis**: This statement is **correct**. Since the carbocation formed in the SN1 mechanism is planar, the nucleophile can attack from either side, leading to the formation of both enantiomers (inversion and retention), which results in racemization. 5. **Conclusion**: - All three statements (a), (b), and (c) are correct observations regarding the SN1 reaction mechanism. ### Final Answer: All observations (a), (b), and (c) are correct. ---

To solve the question regarding the characteristics of the SN1 reaction mechanism, we will analyze each statement provided by the student based on our understanding of the SN1 reaction. ### Step-by-Step Solution: 1. **Understanding SN1 Mechanism**: - The SN1 reaction (Substitution Nucleophilic Unimolecular) occurs in two steps: 1. Formation of a carbocation intermediate when the leaving group departs. 2. Nucleophilic attack on the carbocation to form the final product. ...
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