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COMEDK · Chemistry · 26. Alcohols Phenols and Ethers

Match the compounds given in column I with the corresponding most stable Carbocations formed by each, as given in Column II, when they undergo acidic dehydration in presence of Conc. \(\mathrm{H}_2 \mathrm{SO}_4\).

No.Column INo.Column II
A2-Methylbutan-1-olP\((CH_3)_2\overset{+}{C} - CH(CH_3)_2\)
BButan-2-olQ\(CH_3 - CH_2 - CH_2 - \overset{+}{C}H_2\)
C3,3-Dimethylbutan-2-olR\((CH_3)_2\overset{+}{C} - CH_2 - CH_3\)
DButan-1-olS\(CH_3 - \overset{+}{C}H - CH_2 - CH_3\)

  1. A \(\mathrm{A}=\mathrm{Q} \quad \mathrm{B}=\mathrm{R} \quad \mathrm{C}=\mathrm{S} \quad \mathrm{D}=\mathrm{P}\)
  2. B \(\mathrm{A}=\mathrm{S} \quad \mathrm{B}=\mathrm{R} \quad \mathrm{C}=\mathrm{Q} \quad \mathrm{D}=\mathrm{P}\)
  3. C \(\mathrm{A}=\mathrm{R} \quad \mathrm{B}=\mathrm{S} \quad \mathrm{C}=\mathrm{P} \quad \mathrm{D}=\mathrm{Q}\)
  4. D \(\mathrm{A}=\mathrm{Q} \quad \mathrm{B}=\mathrm{S} \quad \mathrm{C}=\mathrm{P} \quad \mathrm{D}=\mathrm{R}\)
Verified Solution

Answer & Solution

Correct Answer

(C) \(\mathrm{A}=\mathrm{R} \quad \mathrm{B}=\mathrm{S} \quad \mathrm{C}=\mathrm{P} \quad \mathrm{D}=\mathrm{Q}\)

Step-by-step Solution

Detailed explanation

For 2-Methylbutan-1-ol (A): The initial carbocation is \(CH_3CH_2CH(CH_3)CH_2^{+}\). A 1,2-hydride shift occurs to form the more stable tertiary carbocation \((CH_3)_2C^{+}CH_2CH_3\), which corresponds to R. For Butan-2-ol (B): The initial carbocation is \(CH_3CH^{+}CH_2CH_3\),…