wiz-icon
MyQuestionIcon
MyQuestionIcon
1
You visited us 1 times! Enjoying our articles? Unlock Full Access!
Question

In the following carbocation, which H/CH3 is most likely to migrate to the positively charged carbon?

A
CH3 at C4
No worries! We‘ve got your back. Try BYJU‘S free classes today!
B
H at C4
No worries! We‘ve got your back. Try BYJU‘S free classes today!
C
CH3 at C2
No worries! We‘ve got your back. Try BYJU‘S free classes today!
D
H at C2
Right on! Give the BNAT exam to get a 100% scholarship for BYJUS courses
Open in App
Solution

The correct option is D H at C2
Generally carbocation will undergo rearrangement to form a more stable carbocation than before.
The given carbocation is secondary and methyl migration in this compound will give secondary carbocation. Thus, it does not gives any extra stability to the carbocation so this rearrangement is not favourable.
H-shift from C4 gives a stable tertiary carbocation.
But H-shift from C2 gives the most stable carbocation because it involves in resonance stabilisation with the alcohol group at C2


flag
Suggest Corrections
thumbs-up
0
Join BYJU'S Learning Program
Join BYJU'S Learning Program
CrossIcon