OrganicChemistry
Moderators: Xen, expert, ChenBeier
-
- Sr. Member
- Posts: 32
- Joined: Thu Feb 25, 2021 2:26 pm
OrganicChemistry
Draw the mechanism of the reaction of (R)-2-bromooctane with NaCN in HMPA solvent.
-
- Newbie
- Posts: 1
- Joined: Fri May 07, 2021 5:50 am
Re: OrganicChemistry
SN2 conditions:
good nucleophile, poor base
good leaving group
2o
alkyl halide so not too much
steric hindrance for backside
attack.
E1 conditions:
weak base, poor nucleophile
good leaving group
polar aprotic solvent
2o
carbocation
will make most stable alkene
E2 & SN2 conditions favored. E2 will be major product.
good nucleophile and strong base
good leaving group, can make products without a carbocation
steric hindrance in SN2 rxn will make it.
SN2 conditions:
good nucleophile, poor base
good leaving group
2o
alkyl halide so not too much
steric hindrance for backside
attack. polar protic solvent helps
solvate leaving group
good nucleophile, poor base
good leaving group
2o
alkyl halide so not too much
steric hindrance for backside
attack.
E1 conditions:
weak base, poor nucleophile
good leaving group
polar aprotic solvent
2o
carbocation
will make most stable alkene
E2 & SN2 conditions favored. E2 will be major product.
good nucleophile and strong base
good leaving group, can make products without a carbocation
steric hindrance in SN2 rxn will make it.
SN2 conditions:
good nucleophile, poor base
good leaving group
2o
alkyl halide so not too much
steric hindrance for backside
attack. polar protic solvent helps
solvate leaving group