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JIPMER 2007
Exam
JIPMER
Year
2007
Subject
Chemistry
Chapter
General Organic Chemistry

JIPMER 2007 · Chemistry · General Organic Chemistry

Which amongst the following is the most stable carbocation?

Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?Which amongst the following is the most stable carbocation?

Options

  1. ACan bacterium be used to make human insulin?
  2. BCan bacterium be used to make human insulin?
  3. CCan bacterium be used to make human insulin?
  4. DCan bacterium be used to make human insulin?

Correct answer

B. Can bacterium be used to make human insulin?

Step-by-step solution

The most stable carbocation is tt-alkyl carbocation because the order of stability of alkyl carbocation is tt-alkyl >s\gt s-alkyl >\gt p-alkyl >CH3+\gt \mathrm{CH}_3^{+} carbocation. This stability order is described with the help of hyperconjugation and inductive effect. On the basis of hyper conjugation, (CH3)2C+H\left(\mathrm{CH}_3\right)_2 \stackrel{+}{\mathrm{C}} \mathrm{H} shows six resonating structures due to presence of six αC−H\alpha \mathrm{C}-\mathrm{H} bonds, Which amongst the following is the most stable carbocation?
Which amongst the following is the most stable carbocation?
Which amongst the following is the most stable carbocation? due to presence of nine αC−H\alpha \mathrm{C}-\mathrm{H} bonds C+H3\stackrel{+}{\mathrm{C}} \mathrm{H}_3 does not show the property of resonance while CH3−C+H2\mathrm{CH}_3-\stackrel{+}{\mathrm{C}} \mathrm{H}_2 shows three resonating structures due to presence of three αC−H\alpha \mathrm{C}-\mathrm{H} bonds. Hence, larger number of resonating structures are possible in (2), so it is most stable. The above order of stability is also explained with the help of (+) I-effect of −CH3-\mathrm{CH}_3 group. More the number of −CH3-\mathrm{CH}_3 group. more will be tendency to displace the electrons towards positive charged carbon of carbocation. Thus (+) charge is decreased or compensated i.e, positive charge is decreased and stability of carbocation is increased.
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