CHEM 2320 Lecture 17: CHEM2320.001.02.13.17
25 Feb 2017
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Department
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Professor
Lecture #17 02.13 .2017
friedel -crafts racylatiom
%
Alas
~R -
aW2
am group
oelectnphile
p
,
+Ala }-
19 +
-Atlas
Rna Lewis acid -
p
,C- a
↳
acyl chloride
jr
Electnphik :%
-a- ATCB
*
R
°#tbenzene
-0
,H0a11 "
/11 -\R a-ATCB ~R +Alas
that =-
\y.,
I
H.a
R
Man use a variety of Lewis acids available to carry on these reactions .
friedel -Wafts alkylation
AlA3 /R
a- R-
oelectnphik
-
R-a:t Alas =R.+U
-
ATCB =Rt +a-Ala }
LBLA ↳carbocation
oEt +benzene
y
A
-Ra- AT
43 A
+Alas +H-U
rt -
Examples of Friedel 'Crafts alkylation
a
¥€¥n →
t.n.n.am?sootIsnittyfpnmam#knsaonetorm.
-20 Carburation is more stable .
have to account for
Possible alkw Or hydride shifts .
badoo.gg#Ed*tie~IY
's ¥
toy
"Iormmsaa"Irn!aa¥fdI~
-
NAH →Nat :H
'
(strong base )
"alkylation
"without rearrangement
How Can we make propyl benzene ?
Eh Bra 5
MEB
.fr#
r¥
JYTEF
'Pou
Halyk
\
propyl benzene
However ,there are easier ways to do this .
Document Summary
Lewis acids available to carry on these reactions friedel. : h ( strong base ) alkylation without rearrangement. However there are easier ways to do this. Hao position , benzene work ketone at the to is. Use depending on what other fwnc groups are present: e if wanted to reduce ketone next to. H2/pdk . however using the other two reagents will prevent alkenes from hydrogenating . chapter. Relative positions of substituted benzenes two groups . Look for the parent molecule ( 1,2 ) ( 1,3 ) ( 1,4 ) The parent is described first it"s either one for which the name is known. The one that comes first in the alphabet. Recognize which part of the substituted benzene will be described first. Can encounter a situation in which have a poly substituted benzene that may have two or more substituent. None of the groups are part of the parent .
