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

Which is the most likely product of bromination of 4-methylpent-2-ene with NBS and initiation by photolysis of a peroxide?

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

The correct option is B
Allylic bromination is the most likely reaction with NBS, initiated by photolysis of peroxide. There are two possible H-abstraction sites, C1 and C4 for the given molecule; Preferentially abstration of the tertiary H from C4 gives the more substituted allylic radical. The formed allylic radical will undergo delocalisation and form more substituted alkene product as the major product.

flag
Suggest Corrections
thumbs-up
1
Join BYJU'S Learning Program
Join BYJU'S Learning Program
CrossIcon