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For the reaction RCH2 Br+I^(-) overset...

For the reaction
`RCH_2 Br+I^(-) overset ("Acetone") to underset "major"RCH_2I+Br^(-)`
The correct statement is

A

`Br^(–)` can act as competing nucleophile.

B

The reaction can occur in acetic acid also

C

The transition state formed in the above reaction is less polar than the localised anion.

D

The solvent used in the reaction solvates the ions formed in rate determining step

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to analyze the given reaction and the statements provided. The reaction involves the substitution of bromine (Br) with iodine (I) in the presence of a nucleophile (I^-) and a solvent (acetone). ### Step-by-Step Solution: 1. **Identify the Reaction Type**: The reaction given is: \[ RCH_2Br + I^- \xrightarrow{\text{Acetone}} RCH_2I + Br^- \] This is a nucleophilic substitution reaction. Since the nucleophile (I^-) is attacking the carbon atom that is bonded to bromine, and the reaction proceeds with the simultaneous departure of bromide ion, this indicates that it is an SN2 reaction. **Hint**: Look for the mechanism of the reaction to determine if it's SN1 or SN2. 2. **Analyze the Statements**: - **Statement 1**: "Br^- can act as a competing nucleophile." - In an SN2 reaction, the nucleophile (I^-) is more reactive than the leaving group (Br^-). Therefore, Br^- does not act as a competing nucleophile in this case. - **Statement 2**: "The reaction can occur in acetic acid also." - Acetic acid is a polar protic solvent, which can stabilize ions but is not ideal for SN2 reactions. SN2 reactions are favored in polar aprotic solvents like acetone. - **Statement 3**: "The transition state formed in the above reaction is less polar than the localized anion." - In SN2 reactions, the transition state is often less polar than the ions formed because the transition state involves a partial bond formation and bond breaking, leading to a less charged environment compared to fully formed ions. - **Statement 4**: "The solvent used in the reaction solvates the ions formed in the rate-determining step." - In SN2 reactions, the rate-determining step involves the transition state, not the fully formed ions. Thus, this statement is misleading. 3. **Conclusion**: Based on the analysis of the statements, the correct statement is: - **Statement 3**: "The transition state formed in the above reaction is less polar than the localized anion." ### Final Answer: The correct statement is: **The transition state formed in the above reaction is less polar than the localized anion.**
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