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Fundamentals of Organic ChemistryChemistryGeneral Organic Chemistry

Arrange the following compounds in decreasing order of their reactivity towards electrophilic addition of Br ₂ in CHCl ₃ : (I) CH ₂= CH - CO ₂ CH ₃ (II) CH ₂= CH - CH ₃ (III) CH ₂= CH - O - CH ₃

Options

  1. A(I) > (II) > (III)
  2. B(III) > (II) > (I)
  3. C(III) > (I) > (II)
  4. D(I) > (III) > (II)

Correct answer

B. (III) > (II) > (I)

Step-by-step solution

The reactivity of an alkene towards electrophilic addition of Br ₂ depends on the electron density of the carbon-carbon double bond. Higher electron density makes the alkene more nucleophilic, thereby increasing its reactivity towards electrophiles. Electron-donating groups (EDG) increase the electron density of the double bond, while electron-withdrawing groups (EWG) decrease it. Analyzing the given compounds: (III) CH ₂= CH - O - CH ₃ : The - O - CH ₃ group is a strong electron-donating group due to its +M (reson

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