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Question

Give the decreasing order of hyperconjugative effect of R in RCH=CH2, where R is:
I. Me II. Et III. Me2CH IV. Me3C

A
I > II > III > IV
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B
IV > III > II > I
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C
II > I > III > IV
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D
IV > III > I > II
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Solution

The correct option is A I > II > III > IV
MeCH=CH2 (where Me=CH3) has 3 α-H, EtCH=CH2 (where Et=CH3CH2) has 2 α-H, Me2CHCH=CH2 has 1 α-H, and Me3CCH=CH2 has no α-H. Therefore, the decreasing order of hyperconjugative effect of R will be:
I > II > III > IV

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