JEE Main levelSingle correct optionDifficulty 2 of 3o3025
Assertion (A): (CHX3)X3C−OH is converted to (CHX3)X3C−Cl by concentrated HCl at room temperature, but not by NaCl in neutral water.
Reason (R): Protonation converts the leaving group OHX− into HX2O, a much better leaving group, so that the tertiary carbocation can form.
ABoth A and R are true, and R is the correct explanation of A
BBoth A and R are true, but R is not the correct explanation of A
CA is true but R is false
DA is false but R is true
Answer: A
Both statements are true. Hydroxide is a strong base and leaves only with great difficulty. In acid the oxygen is protonated and neutral water departs, giving the tertiary cation that chloride then captures. R is the explanation for A.