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COMEDK202510 May 2025Morning ShiftChemistryAlcohols Phenols and EthersActual

Two statements, One Assertion [A ] and the other Reason [ R ] are given. Identify the correct option Assertion [A]: The decreasing order of the acidic character of the following is B > D > A > C Reason [ R ] : Fluorine has larger -I effect than Cl and Br .

Options

  1. AA is wrong but R is correct.
  2. BA is correct but R is wrong.
  3. CBoth A and R are correct but R is not the correct explanation of A .
  4. DBoth A and R are correct and R is the correct explanation of A .

Correct answer

C. Both A and R are correct but R is not the correct explanation of A .

Step-by-step solution

The acidity of substituted cyclohexanols is determined by the inductive effect (-I effect) of the substituent. The -I effect increases the acidity of the hydroxyl group by stabilizing the conjugate base (alkoxide ion) through electron withdrawal. The strength of the -I effect follows the order: F > Cl > Br. The methyl group (-C H₃ ) exhibits a +I effect, which destabilizes the conjugate base and decreases acidity compared to the unsubstituted cyclohexanol. Comparing the structures: [A] 4-bromocyclohexanol: -I effec

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