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Alcohols Phenols and Ethers question

2023 · 13 Apr · Shift 2 · Q12
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Alcohols Phenols and Ethers question

2023 · 13 Apr · Shift 2 · Q12

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Given below are two statements, one is labelled as Assertion A and the other is labelled as Reason R. Assertion A : Order of acidic nature of the following compounds is A > B > C. JEE Main 2023 (Online) 13th April Evening Shift Chemistry - Alcohols, Phenols and Ethers Question 45 English Reason R : Fluoro is a stronger electron withdrawing group than Chloro group. In the light of the above statements, choose the correct answer from the options given below:
  1. A
    Both A and R are correct but R is NOT the correct explanation of A
  2. B
    A is false but R is true
  3. C
    A is true but R is false
  4. D
    Both A and R are correct and R is the correct explanation of A
View written solutionFree

Correct answer: A

  1. Interpret the assertion

    The question refers to three compounds A,B,CA, B, CA,B,C whose acidic order is claimed to be: A>B>CA > B > CA>B>C

    From the statement involving fluoro and chloro substituents in the chapter Alcohols, Phenols and Ethers, this is the standard comparison of substituted phenols where acidity depends on the electron-withdrawing effect of halogens and their position.

  2. Effect of halogen substituents on phenol acidity

    • Halogens show −I-I−I effect (electron withdrawing inductive effect), which tends to increase acidity by stabilizing the phenoxide ion.
    • Halogens also show +R+R+R effect (lone pair donation by resonance), especially at ortho and para positions, which tends to decrease acidity.

    Among halogens: −IexteffectofF>Cl-I ext{ effect of } F > Cl−IexteffectofF>Cl so fluoro-substituted phenol is generally more acidic than chloro-substituted phenol when comparable structures are considered.

  3. Check Assertion A

    Since the assertion says the acidity order is: A>B>CA > B > CA>B>C and this corresponds to the known order where the compound with stronger electron-withdrawing substituent is more acidic, the assertion is correct.

  4. Check Reason R

    Reason states:

    Fluoro is a stronger electron withdrawing group than Chloro group.

    This is true because fluorine has higher electronegativity and stronger −I-I−I effect than chlorine.

  5. Does R correctly explain A?

    Even though the reason is true, it is not sufficient by itself to explain the full acidity order of substituted phenols, because acidity here is influenced by:

    • inductive effect (−I-I−I),
    • resonance effect (+R+R+R),
    • and often the position of substituent.

    So merely stating that FFF is more electron withdrawing than ClClCl does not completely explain the whole order A>B>CA > B > CA>B>C.

  6. Conclusion

    • Assertion A: True
    • Reason R: True
    • But R is not the correct explanation of A.

    Therefore, the correct option is: A\boxed{\text{A}}A​

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