the carbon being attacked which leads to the formation of one enantiomer of
trans-1,2-dibromocyclopentane.
4) Attack of the bromide ion at the other carbon of the bromonium ion results in the
formation of the other enantiomer.
trans-1,2-Dibromocyclopentane
(not f
cis-1,2-Dibromocyclopentane
Bottom
attack
H
+ Br Br
H
H
Br Br+
HH
ormed)
Top
Cy
H
Br − HH
clopentene
Carbocation
intermediate
Br Br Br − H Br
attack Br H
(b) (a)
trans-1,2-Dibromocyclopentane enantiomers
Bromonium ion
H Br Br+ Br H
HH
Br
Br H H Br
- Anti addition of bromine to cyclohexene:
−
(b) (a)
