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General Organic Chemistry I: Electronic Effects
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Hyperconjugation
JEE Main level
Single correct option
Difficulty 2 of 3
g1122
The correct order of stability of the following carbocations is
A
(
CH
X
3
)
X
3
C
X
+
>
CH
X
3
CH
X
2
X
+
>
(
CH
X
3
)
X
2
CH
X
+
>
CH
X
3
X
+
B
CH
X
3
X
+
>
CH
X
3
CH
X
2
X
+
>
(
CH
X
3
)
X
2
CH
X
+
>
(
CH
X
3
)
X
3
C
X
+
C
(
CH
X
3
)
X
2
CH
X
+
>
(
CH
X
3
)
X
3
C
X
+
>
CH
X
3
CH
X
2
X
+
>
CH
X
3
X
+
D
(
CH
X
3
)
X
3
C
X
+
>
(
CH
X
3
)
X
2
CH
X
+
>
CH
X
3
CH
X
2
X
+
>
CH
X
3
X
+
Answer: D
The numbers of alpha hydrogens are 9, 6, 3 and 0 for tert-butyl, isopropyl, ethyl and methyl cations. More hyperconjugative structures and more +I donation give greater stability, so the order is 3 degree > 2 degree > 1 degree > methyl.
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