Join the Most Relevant JEE Main 2025 Test Series & get 99+ percentile! Join Now
Search any question & find its solution
Question: Answered & Verified by Expert
The major products $C$ and $D$ formed in the following reactions respectively are $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{OC}\left(\mathrm{CH}_3\right)_3 \stackrel{\text { Excess HII }}{\longrightarrow} \mathrm{C}+\mathrm{D}$
ChemistryAlcohols Phenols and EthersNEETNEET 2019 (Odisha)
Options:
  • A $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-$ and $\mathrm{L}-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
  • B $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{OH}$ and $\mathrm{I}-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
  • C $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{l}$ and $\mathrm{HO}-\mathrm{C}^2\left(\mathrm{CH}_3\right)_3$
  • D $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{OH}$ and $\mathrm{HO}-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
Solution:
1093 Upvotes Verified Answer
The correct answer is: $\mathrm{H}_3 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_2-$ and $\mathrm{L}-\mathrm{C}\left(\mathrm{CH}_3\right)_3$
Ethers are readily cleaved by heating in presence of halogen acids to form alcohol and an alkyl halide. In case of unsymmetrical ethers, halogen goes preferentially with smaller alkyl group or more stable carbocation.
If excess of acid is used then only alkyl halide is formed because alcohol formed reacts further with halogen acid to form corresponding alkyl halide.

Looking for more such questions to practice?

Download the MARKS App - The ultimate prep app for IIT JEE & NEET with chapter-wise PYQs, revision notes, formula sheets, custom tests & much more.