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Which of the following statement regardi...

Which of the following statement regarding `S_(N)1` reaction shown by alkyl halide is incorrect?

A

The added nucleophile plays no kinetic role in `S_(N^1)` reaction.

B

The `S_(N^1)` reaction involves the inversion of configuration of the optically active substrate.

C

The `S_(N^1)` reaction on the chiral starting material ends up with racemisation of the product.

D

The more stable the carbocation intermediate the faster the `S_(N^1)` reaction.

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statement regarding the \( S_N1 \) reaction shown by alkyl halides is incorrect, we need to analyze the characteristics of the \( S_N1 \) mechanism. Here’s a step-by-step breakdown: ### Step 1: Understand the \( S_N1 \) Reaction Mechanism The \( S_N1 \) (unimolecular nucleophilic substitution) reaction is a two-step process: 1. **Formation of Carbocation**: The leaving group (halide ion) departs, resulting in the formation of a carbocation. 2. **Nucleophilic Attack**: A nucleophile attacks the carbocation, leading to the formation of the product. ### Step 2: Identify the Rate-Determining Step In the \( S_N1 \) mechanism, the first step (formation of the carbocation) is the slow, rate-determining step (RDS). The rate of the reaction depends only on the concentration of the alkyl halide and not on the nucleophile. ### Step 3: Analyze the Configuration Change The \( S_N1 \) reaction does not involve inversion of configuration. Instead, the nucleophile can attack from either side of the planar carbocation, which can lead to racemization if the starting material is chiral. ### Step 4: Consider the Stability of Carbocations The stability of the carbocation intermediate is crucial. More stable carbocations (like tertiary carbocations) lead to faster \( S_N1 \) reactions. ### Step 5: Evaluate the Statements Now, let's evaluate the statements provided: 1. The reaction is unimolecular and first-order. 2. The \( S_N1 \) reaction involves inversion of configuration. 3. The product can be a racemic mixture. 4. More stable carbocations lead to faster \( S_N1 \) reactions. From the evaluation: - Statement 1 is correct. - Statement 2 is incorrect because \( S_N1 \) reactions do not involve inversion of configuration. - Statement 3 is correct. - Statement 4 is correct. ### Conclusion The incorrect statement regarding \( S_N1 \) reactions is that they involve inversion of configuration.

To determine which statement regarding the \( S_N1 \) reaction shown by alkyl halides is incorrect, we need to analyze the characteristics of the \( S_N1 \) mechanism. Here’s a step-by-step breakdown: ### Step 1: Understand the \( S_N1 \) Reaction Mechanism The \( S_N1 \) (unimolecular nucleophilic substitution) reaction is a two-step process: 1. **Formation of Carbocation**: The leaving group (halide ion) departs, resulting in the formation of a carbocation. 2. **Nucleophilic Attack**: A nucleophile attacks the carbocation, leading to the formation of the product. ### Step 2: Identify the Rate-Determining Step ...
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NCERT FINGERTIPS ENGLISH-HALOALKANES AND HALOARENES-Chemical reactions
  1. Which of the following reactions does not take place?

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  2. Consider the following bromides: The correct order of S(N^1) reac...

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  3. Which of the following statement regarding S(N)1 reaction shown by alk...

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  4. Consider the following reaction: C6H5-underset(H)underset(|)overset(...

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  5. Which one of the following chlorohydrocarbons readily undergoes solvol...

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  6. Which of the following is the most reactive towards nucleophilic subst...

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  7. S(N^1) reaction is fastest in

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  8. Which of the following alkyl halides is hydrolysed by S(N^(1)) mechani...

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  9. Which of the following will give enantiomeric pair on reaction with wa...

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  10. Which of the following is most reactive towards aqueous NaOH?

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  11. In the following pairs of halogen compounds, which compounds undergoes...

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  12. Which of the following haloalkanes reacts with aqueous KOH most easily...

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  13. Which alkyl halide exhibits complete racemisation in S(N^1) reaction?

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  14. The order of reactivity of various alkyl halides towards nucleophilic ...

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  15. Alkyl halides are formed when thionyl chloride and are refluxed in pr...

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  16. 2-Bromo-3,3- dimethylbutane on reaction with aqueous KOH yields X as t...

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  17. Among the isomers of C5H11Cl, the one which is chiral is (i) 2,2-Dim...

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  18. Ethylene dichloride and ethylidene chloride are isomeric compounds. Th...

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  19. The major product formed in the following reaction is CH3-underset(H...

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  20. Which of the following reactions will give the major and minor product...

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