OrganicChemistry

Chemistry and homework help forum.

Organic Chemistry, Analytical Chemistry, Biochemistry, Physical Chemistry, Computational Chemistry, Theoretical Chemistry, High School Chemistry, Colledge Chemistry and University Chemistry Forum.

Share your chemistry ideas, discuss chemical problems, ask for help with scientific chemistry questions, inspire others by your chemistry vision!

Please feel free to start a scientific chemistry discussion here!

Discuss chemistry homework problems with experts!

Ask for help with chemical questions and help others with your chemistry knowledge!

Moderators: Xen, expert, ChenBeier

Post Reply
nike_victoria
Sr. Member
Sr. Member
Posts: 32
Joined: Thu Feb 25, 2021 2:26 pm

OrganicChemistry

Post by nike_victoria »

Draw the mechanism of the reaction of (R)-2-bromooctane with NaCN in HMPA solvent.
Elle Spark
Newbie
Newbie
Posts: 1
Joined: Fri May 07, 2021 5:50 am

Re: OrganicChemistry

Post by Elle Spark »

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
Post Reply