Question
Arrange the following:
  1. $\text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ \ \ \ }{\text{CHCH}}_3, \text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ \ \ \ }{\text{CHCH}}=\text{CH}_2,$ $\text{C}_6\text{H}_5\text{CH}_2\stackrel{+ \ \ \ }{\text{CH}}_2,\text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ }{\text{C(CH}}_3)_2$ in order of increasing stability.
  2. $\text{CH}_3\text{CH}_2^+,\text{C}_6\text{H}_5\text{CH}_2^+,(\text{CH}_3)_3\text{C}^+,\text{CH}_2=\text{CHCH}_2^+$ in order of decreasing stability.
  3. $\text{HC}\equiv\text{C}^-,\text{CH}_2=\text{CH}^-,\text{CH}_3\text{CH}_2^-,\text{CH}^-_3,$ $(\text{CH}_3)_2\text{CH}^-,\text{C}_6\text{H}_5\text{CH}^-_2$ in order of increasing stability.

Answer

  1. $\text{C}_6\text{H}_5\text{CH}_2\stackrel{+ \ \ \ }{\text{CH}}_2<\text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ \ \ \ }{\text{CHCH}}_3< \text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ }{\text{C(CH}}_3)_2\\<\text{C}_6\text{H}_5\stackrel{+\ \ \ \ \ \ \ \ \ \ \ \ }{\text{CHCH}}=\text{CH}_2$
  2. $(\text{CH}_3)_3\text{C}^+>\text{C}_6\text{H}_5\text{CH}_2^+>\text{CH}_2=\text{CHCH}_2^+>\text{CH}_3\text{CH}_2^+$
  3. $(\text{CH}_3)_2\text{CH}^-<,\text{CH}_3\text{CH}_2^-<\text{CH}_3^-<\text{CH}_2=\text{CH}^-\\<\text{C}_6\text{H}_5\text{CH}^-_2<\text{HC}\equiv\text{C}^-$

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