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QJEEAdv17Che281: JEE Advanced 2017 Chemistry - Class 11 JEEAdv17Che281 Solution: For the following compounds, the correct statement(s) with…

For the following compounds, the correct statement(s) with respect to nucleophilic substitution reaction is (are)

JEE Advanced 2017 Paper 2 Offline Chemistry - Basics of Organic Chemistry Question 35 English

Multiple Choice Options

  • A I and III follow SN1 mechanism
  • B I and II follow SN2 mechanism
  • C Compound IV undergoes inversion of configuration
  • D The order of reactivity for I, III and IV is : IV>I>III

Step-by-Step Verified Solution

(a) I is a benzylic halide, thus, it undergoes SN1 reaction easily as benzylic carbocation is resonance stabilized. III also follows SN1 mechanism as it is 3∘ alkyl halide.

(b) Compounds I and II are 1∘ alkyl halides, then they undergo SN2 mechanism.

(c) Correct. In SN1 reaction, the nucleophile approaches the substrate carbon from the back side with respect to the leaving group. Nucleophilic displacement of the leaving group in an SN2 reaction causes inversion of configuration at the substrate carbon.

JEE Advanced 2017 Paper 2 Offline Chemistry - Basics of Organic Chemistry Question 35 English Explanation

(d) Stability of carbocations follows the order:

2∘benzylic(IV)>3∘alkyl(III)>1∘benzylic(I)

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