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Question

Give the order of the stabilities of the following:
i. a. PhCH2
b. Ph2CH
c. Me2CH
d. Me3C
e. C2H5
f. CH3
ii. a. PH3˙C
b. Ph˙CH2
c. Me3˙C
d. ˙C2H5
e. ˙CH3
iii. a. (Ref. image)
b. Ph3C
c. Me2CH
d. CH3
e. C2H5
f. Me3C
245518_5b5b95b258054a4bb0560aefc3f1b553.png

A
i. b>d>a>c>e>f
ii. b>a>c>d>e
iii. a>b>e>c>d>f
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B
i. b>a>d>c>e>f
ii. a>b>c>e>d
iii. a>b>d>e>c>f
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C
i. b>a>c>f>d>e
ii. a>b>e>c>d
iii. a>b>e>c>d>f
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D
i. b>a>d>c>e>f
ii. a>b>c>d>e
iii. a>b>d>e>c>f
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Solution

The correct option is D i. b>a>d>c>e>f
ii. a>b>c>d>e
iii. a>b>d>e>c>f
i. The order of the stabilities is Ph2CH>PhCH2>Me3C>Me2CH>C2H5>CH3 (b > a > d > c > e > f)
More is the delocalization of positive charge by resonance with phenyl groups or hyperconjugtion with alkyl groups, more is the stability of the carbocation.
ii. The order of the stabilities is Ph3˙C>Ph˙CH2>Me3˙C>˙C2H5>˙CH3 (a > b > c > d > e)
More is the dlocalization of positive charge by resonanc with phenyl groups or hyperconjugtion with alkyl groups, more is the stability of the carbocation.
iii. The order of the stabilities is a > b > d > e > c > f
a.Aromatic (six electron systems with conjugation, resonance stabilised).
b. Triphenyl methane carbanion (stabilised by resonance by three Ph groups).
d. CH3 (1 carbanion)
e. C2H5 (ethtyl carbanion)
c. 2 Carbanion
f. 3 Carbanion (the stability of carbanion: 1>2>3).

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