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JEE Advanced Chemistry General Organic Chemistry 2021 JEE Advanced 2021 (Paper 2)

JEE Advanced Chemistry Question (2021) — Solution

Question

Paragraph: The amount of energy required to break a bond is same as the amount of energy released when the same bond is formed. In gaseous state, the energy required for homolytic cleavage of a bond is called Bond Dissociation Energy (BDE) or Bond Strength. BDE is affected by s-character of the bond and the stability of the radicals formed. Shorter bonds are typically stronger bonds. BDEs for some bonds are given below: Question: Correct match of the C - H bonds (shown in bold) in Column J with their BDE in Column K is

Options

  1. A. P - iii ,   Q - iv ,   R - ii ,   S - i
  2. B. P - i ,   Q - ii ,   R - iii ,   S - iv
  3. C. P - iii ,   Q - ii ,   R - i ,   S - iv
  4. D. P - ii ,   Q - i ,   R - iv ,   S - iii

Answer

A. P - iii ,   Q - iv ,   R - ii ,   S - i

Step-by-step solution

Relative stability of radicals : C ∙ sp ≡ CH > C ∙ H sp 2 = CH 2 > C ∙ H 2 − Ph sp 3   Resonance   stabilized > C ∙ H CH 3 2 sp 3 So,  BDE   H − C ≡ CH H − CH = CH 2 H − CH 2 − Ph H − CH CH 3 2 BDE 132 110 88 95 Electronegativity  ∝   %   s - character                               ∝  bond strength                               ∝   BDE

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Related: Chemistry — General Organic Chemistry · All PYQ Banks