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NEET 2013
Exam
NEET
Year
2013
Subject
Chemistry
Chapter
General Organic Chemistry

NEET 2013 · Chemistry · General Organic Chemistry

Homolytic fission of the following alkanes forms free radicals...

Homolytic fission of the following alkanes forms free radicals CH3−CH3\mathrm{CH}_3-\mathrm{CH}_3, CH3−CH2−CH3,(CH3)2CH−CH3\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}_3,\left(\mathrm{CH}_3\right)_2 \mathrm{CH}-\mathrm{CH}_3, CH3−CH2−CH(CH3)2\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}\left(\mathrm{CH}_3\right)_2. Increasing orders of stability of the radicals is:

Options

  1. A(CH3)2C−CH2CH3<CH3−CH−CH3<CH3−CH2<(CH3)3C\left(\mathrm{CH}_3\right)_2 \mathrm{C}-\mathrm{CH}_2 \mathrm{CH}_3 < \mathrm{CH}_3-\mathrm{CH} -\mathrm{CH}_3 < \mathrm{CH}_3-\mathrm{CH}_2 < \left(\mathrm{CH}_3\right)_3 \mathrm{C}
  2. BCH3−CH2<CH3−CH−CH3<(CH3)2C−CH2−CH3(CH3)3C\mathrm{CH}_3-\mathrm{CH}_2 < \mathrm{CH}_3-\mathrm{CH}-\mathrm{CH}_3 < \left(\mathrm{CH}_3\right)_2 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_3\left(\mathrm{CH}_3\right)_3 \mathrm{C}
  3. CCH3−CH2<CH3−C˙H−CH3<(CH3)3C˙<(CH3)2C−CH2CH3\mathrm{CH}_3-\mathrm{CH}_2 < \mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{H}-\mathrm{CH}_3 < \left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}} < \left(\mathrm{CH}_3\right)_2 \mathrm{C}-\mathrm{CH}_2 \mathrm{CH}_3
  4. D(CH3)3C˙<(CH3)2C˙−CH2CH3<CH3−CH−CH3<CH3−C˙H2\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}} < \left(\mathrm{CH}_3\right)_2 \dot{\mathrm{C}}-\mathrm{CH}_2 \mathrm{CH}_3 < \mathrm{CH}_3-\mathrm{CH}-\mathrm{CH}_3 < \mathrm{CH}_3-\dot{\mathrm{C}} \mathrm{H}_2

Correct answer

B. CH3−CH2<CH3−CH−CH3<(CH3)2C−CH2−CH3(CH3)3C\mathrm{CH}_3-\mathrm{CH}_2 < \mathrm{CH}_3-\mathrm{CH}-\mathrm{CH}_3 < \left(\mathrm{CH}_3\right)_2 \mathrm{C}-\mathrm{CH}_2-\mathrm{CH}_3\left(\mathrm{CH}_3\right)_3 \mathrm{C}

Step-by-step solution

One of the factor that determines the stability of radicals is hyper conjugation. (CH3)3C˙\left(\mathrm{CH}_3\right)_3 \dot{\mathrm{C}} show the maximum hyperconjugation.
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