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QJEEAdv20Chc0e3: JEE Advanced 2020 Chemistry - Class 11 JEEAdv20Chc0e3 Solution: With respect to the compounds I-V, choose the correct…

With respect to the compounds I-V, choose the correct statement(s).

JEE Advanced 2020 Paper 1 Offline Chemistry - Basics of Organic Chemistry Question 33 English

Multiple Choice Options

  • A The acidity of compound I is due to delocalisation in the conjugate base.
  • B The conjugate base of compound IV is aromatic.
  • C Compound II becomes more acidic, when it has a −- NO2 substituent.
  • D The acidity of compounds follows the orderI > IV > V > II > III.

Step-by-Step Verified Solution

Triphenylmethane (I) is acidic because its conjugate base is stabilised by resonance.

(Ph)3CH⟶(Ph)3CTriphenylmethylcarbanion+H+

Cyclopentadiene (IV) is acidic because its conjugate base is aromatic.

JEE Advanced 2020 Paper 1 Offline Chemistry - Basics of Organic Chemistry Question 33 English Explanation

Nitrobenzene is more acidic than benzene because nitro group is electron withdrawing. It will stabilise the conjugate base of benzene by −- R and −- I effect.

The acidic strength order on the basis of pKa data is

IV > V > I > II > III.

Hence, the correct options are (a), (b) and (c) only.

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