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Alcohols Phenols and Ethers question

2023 · 30 Jan · Shift 2 · Q12
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Alcohols Phenols and Ethers question

2023 · 30 Jan · Shift 2 · Q12

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
The correct order of pKa\mathrm{pK}_{\mathrm{a}}pKa​ values for the following compounds is: JEE Main 2023 (Online) 30th January Evening Shift Chemistry - Alcohols, Phenols and Ethers Question 56 English
  1. A
    a>b>c>d\mathrm{a}\gt \mathrm{b}\gt \mathrm{c}\gt \mathrm{d}a>b>c>d
  2. B
    c>a>d>bc \gt a \gt d \gt bc>a>d>b
  3. C
    b>d>a>c\mathrm{b}\gt \mathrm{d}\gt \mathrm{a}\gt \mathrm{c}b>d>a>c
  4. D
    b>a>d>cb \gt a \gt d \gt cb>a>d>c
View written solutionFree

Correct answer: C

The question asks for the order of pKa\mathrm{p}K_apKa​ values of compounds a,b,c,da,b,c,da,b,c,d, but the actual structures of the compounds are not visible/provided in the prompt.

Without the structures, the order of acidity (and hence pKa\mathrm{p}K_apKa​) cannot be determined uniquely, because in alcohols/phenols/ethers the pKa\mathrm{p}K_apKa​ depends strongly on structural features such as:

  1. Resonance stabilization of the conjugate base
  2. Inductive effects (−I-I−I or +I+I+I groups)
  3. Hybridization of the atom bearing negative charge after deprotonation
  4. Aromaticity / antiaromaticity changes on ionization
  5. Intramolecular hydrogen bonding / steric effects

So, a step-by-step chemical comparison is impossible unless compounds a,b,c,da,b,c,da,b,c,d are shown.

What can still be concluded

The stored correct answer is C, i.e.

b>d>a>cb > d > a > cb>d>a>c

If the exam source is trusted, then this is presumably the intended order of pKa\mathrm{p}K_apKa​ values.

However, since the molecular structures are missing, I cannot independently verify it from chemistry principles.

Final note

Please provide the image or the structures of compounds a,b,c,da,b,c,da,b,c,d if you want a genuine step-by-step derivation.

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