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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

The major products formed in the following reaction are: [Reaction Structure Missing]

A

Option 1

B

Option 2

C

Option 3

D

Option 4

Step-by-Step Solution

The reaction of ethers with hydroiodic acid (HI) involves the cleavage of the C–O bond. The products depend on the nature of the alkyl groups:

  1. Standard SN2S_N2 Mechanism: If the alkyl groups are primary or secondary, the iodide ion (II^-) attacks the less sterically hindered alkyl group. The products are the corresponding alkyl iodide and an alcohol.
  • Example: CH3OCH2CH3+HICH3I+CH3CH2OHCH_3-O-CH_2CH_3 + HI \rightarrow CH_3I + CH_3CH_2OH
  1. Tertiary/Benzylic Groups (SN1S_N1 Mechanism): If one of the alkyl groups is tertiary, the reaction proceeds via a stable carbocation intermediate. The iodide attacks the tertiary carbon. The products are a tertiary alkyl iodide and an alcohol.
  • Example: (CH3)3COCH3+HI(CH3)3CI+CH3OH(CH_3)_3C-O-CH_3 + HI \rightarrow (CH_3)_3C-I + CH_3OH
  1. Aryl Ethers: The OCarylO-C_{aryl} bond has partial double bond character and is strong. Cleavage occurs at the OCalkylO-C_{alkyl} bond. The products are Phenol and an Alkyl Iodide.
  • Example: C6H5OCH3+HIC6H5OH+CH3IC_6H_5-O-CH_3 + HI \rightarrow C_6H_5OH + CH_3I

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Alcohols, Phenols and Ethers. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAlcohols, Phenols and Ethersproductsformedfollowingreactionreaction

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