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Tertiary alkyl halide are practially in...

Tertiary alkyl halide are practially inert to substitution by `SN^(2)` mechanism because of-

A

the carbocation formed is unstable

B

there is steric hindrace

C

there is inductive effect

D

the rate of reaction is faster is `S_(N^2)` mechanism.

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The correct Answer is:
To understand why tertiary alkyl halides are practically inert to substitution by the SN2 mechanism, we can analyze the factors involved in the SN2 reaction. ### Step-by-Step Solution: 1. **Understanding the SN2 Mechanism**: - The SN2 (Substitution Nucleophilic Bimolecular) mechanism involves a nucleophile attacking the carbon atom that is bonded to the leaving group (halide in this case) in a single concerted step. This results in the simultaneous bond formation and bond breaking. 2. **Steric Hindrance in Tertiary Alkyl Halides**: - Tertiary alkyl halides have three alkyl groups attached to the carbon atom bonded to the halide. This creates significant steric hindrance, which means that the bulky groups surrounding the carbon make it difficult for the nucleophile to approach and attack the carbon atom. 3. **Impact of Steric Hindrance on Reaction Rate**: - The rate of an SN2 reaction is inversely proportional to the steric hindrance around the carbon atom. As steric hindrance increases (as in the case of tertiary alkyl halides), the likelihood of the nucleophile successfully attacking the carbon decreases. Therefore, tertiary alkyl halides are less reactive in SN2 reactions. 4. **Comparison with Primary and Secondary Alkyl Halides**: - In contrast, primary alkyl halides have less steric hindrance (only one alkyl group), making them more reactive in SN2 reactions. Secondary alkyl halides have moderate steric hindrance, leading to intermediate reactivity. 5. **Conclusion**: - Since tertiary alkyl halides are surrounded by bulky groups that hinder the nucleophile's approach, they are practically inert to substitution by the SN2 mechanism. The correct answer to the question is that steric hindrance is the reason for this inertness. ### Final Answer: Tertiary alkyl halides are practically inert to substitution by the SN2 mechanism because of steric hindrance. ---

To understand why tertiary alkyl halides are practically inert to substitution by the SN2 mechanism, we can analyze the factors involved in the SN2 reaction. ### Step-by-Step Solution: 1. **Understanding the SN2 Mechanism**: - The SN2 (Substitution Nucleophilic Bimolecular) mechanism involves a nucleophile attacking the carbon atom that is bonded to the leaving group (halide in this case) in a single concerted step. This results in the simultaneous bond formation and bond breaking. 2. **Steric Hindrance in Tertiary Alkyl Halides**: ...
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NCERT FINGERTIPS ENGLISH-HALOALKANES AND HALOARENES-Chemical reactions
  1. Which of the following statement is not correct about S(N^2) reactions...

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  2. In the reaction given below: Which of the following statements is...

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  3. Tertiary alkyl halide are practially inert to substitution by SN^(2) ...

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  4. Among the choices of alkyl bromide , the least reactive bromide in a ...

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  5. Arrange the following compounds in order of their reactivity towards S...

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  6. Which of the following haloalkanes is most reactive?

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  7. Which of the following reactions does not take place?

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

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

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

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

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

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

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

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

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

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

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

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

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

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