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Chemistry Question on Organic Chemistry- Some Basic Principles and Techniques

Arrange the carbanions, (CH3)3 Cˉ,CˉCl3,(CH3)2 CˉH,C6H5 CˉH2\left(CH_{3}\right)_{3}\, \bar{C}, \bar{C}Cl_{3}, \left(CH_{3}\right)_{2}\, \bar{C}H, C_{6}H_{5}\, \bar{C}H_{2}, in order of their decreasing stability :

A

C6H5 CˉH2>CˉCl3>(CH3)3 Cˉ>(CH3)2 CˉHC_{6}H_{5}\,\bar{C}H_{2} > \bar{C}Cl_{3} > \left(CH_{3}\right)_{3}\,\bar{C} > \left(CH_{3}\right)_{2}\,\bar{C}H

B

(CH3)2 CˉH>CˉCl3>C6H5 CˉH2>(CH3)3 Cˉ\left(CH_{3}\right)_{2}\,\bar{C}H > \bar{C}Cl_{3} > C_{6}H_{5}\,\bar{C}H_{2} > \left(CH_{3}\right)_{3}\,\bar{C}

C

CˉCl3>C6H5 CˉH2>(CH3)2 CˉH>(CH3)3 Cˉ\bar{C}Cl_{3} > C_{6}H_{5}\,\bar{C}H_{2} > \left(CH_{3}\right)_{2}\,\bar{C}H > \left(CH_{3}\right)_{3}\,\bar{C}

D

(CH3)3 Cˉ>(CH3)2 CˉH>C6H5 CˉH2>CˉCl3\left(CH_{3}\right)_{3}\,\bar{C }> \left(CH_{3}\right)_{2}\,\bar{C}H > C_{6}H_{5}\,\bar{C}H_{2} > \bar{C}Cl_{3}

Answer

CˉCl3>C6H5 CˉH2>(CH3)2 CˉH>(CH3)3 Cˉ\bar{C}Cl_{3} > C_{6}H_{5}\,\bar{C}H_{2} > \left(CH_{3}\right)_{2}\,\bar{C}H > \left(CH_{3}\right)_{3}\,\bar{C}

Explanation

Solution

2o2^o carbanion is more stable than 3o3^o and ClCl is −I-I effect group.