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Basics of Organic Chemistry question

2019 · 11 Jan · Shift 2 · Q2
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Basics of Organic Chemistry question

2019 · 11 Jan · Shift 2 · Q2

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
In the following compound, JEE Main 2019 (Online) 11th January Evening Slot Chemistry - Basics of Organic Chemistry Question 206 English the favourable site/s for protonation is/are :
  1. A
    (b), (c) and (d)
  2. B
    (a) and (e)
  3. C
    (a) and (d)
  4. D
    (a)
View written solutionFree

Correct answer: A

The question refers to a compound with labeled sites (a),(b),(c),(d),(e)(a),(b),(c),(d),(e)(a),(b),(c),(d),(e), but the actual structure/image is missing from the prompt. Without the molecular structure, it is impossible to determine which atom(s) are favorable for protonation, because protonation depends on:

  1. the presence of lone pairs or electron-rich centers,
  2. resonance stabilization of the conjugate acid,
  3. aromaticity/antiaromaticity effects,
  4. hybridization and inductive effects,
  5. steric accessibility.

So the answer cannot be derived reliably from the text alone.

What would be needed

To solve this properly, I would need the structure showing the labeled positions (a)(a)(a) to (e)(e)(e). Then I would:

  1. Identify all possible protonation sites.
  2. Compare their basicity.
  3. Check whether protonation preserves or destroys aromaticity.
  4. Select the most favorable site(s).

About the stored answer

The stored correct answer is A: (b),(c)(b), (c)(b),(c) and (d)(d)(d). Since the structure is absent, I cannot independently verify whether this is correct.

Hence, I cannot honestly agree with the stored answer based on the provided information alone.

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