Examples Of Sn2 Reactions Of Alkyl And Allylic Halides Page 2
ADVERTISEMENT
1
2Examples of S
1 Reactions of Alkyl and Benzylic Halides
N
Cl
OCH
S 272
3
CH
OH, heat
3
Cl
OH
I 33e
H
O
(2%ee)
2
acetone, heat
Cl
OEt
I 33e
EtOH
("low"%ee)
heat
Cl
OH
I 33e
H
O
(17%ee)
2
heat
Cl
I 45g
EtOH
o
80
C
OEt
Regarding S
1 reactions, Ingold states:
N
It is to be understood that these reactions [in aqueous ethanol]
must each give several products, in general, an alcohol, an ethyl
ether, and one or more olefins; for the carbonium ion formed
by the initial heterolysis can end its life either by the uptake of
[a nucleophile] or by the loss of a proton.
nd
I: Ingold, Structure and Mechanism in Organic Chemistry, 2
Ed., 1969
OS: Organic Synthesis Collective Volumes
S: Sorrell, Organic Chemistry, 1997
th
V: Vogel, Textbook of Practical Organic Chemistry, 5
Ed., 1989
examples-sn.doc Chemistry 247B, Bob Hanson 11/03
ADVERTISEMENT
0 votes
Related Articles
Related forms
Related Categories
Parent category: Education