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Elimination
Elimination
↓ 1
---- % = C + H2
&
11 /
called elimination .
Also electrophilic
Alkyl halide
④ ② Alcohols
or
Halogeno alkane
dehyration .
* H-X moleule in .
eliminated
* Alkene are the product
* Ethanolic KOHt can also be used .
It X
~_ NaOH
Celhanol /
R- -H
R -
C -C- H >
- c = C + NaX + Ho
Y
it it H-
H
④ Hc NAOH
cuH
'
S
L ↑ Lestianol
>
- C =
+ NaCC + H2O
H
H C C H
heat
- -
-
i it
H
②
H
I Hit
I
NaOH
Celhanol) HHHHI
Nal + HOH
He c c -
C -
C -
H >
- C C-H
+
He c -C
-
=
-
heat
i it be it it it But-1-ene
2 Chloro but are Minor
t
N/
H
H H It
I I ↑ ↑
H -
c -
C = C -
C -
H
i it
But-2-eve &
N
major
↓ y
H
c = C
-H H
,
H CH3 H
I
'H3
cis-but-2-ene tran but-2-ene
-- -
-
f
---
(position) (cis-trans)
CH3
( NGOH CH3 CH
(ecnanolic)
Cl+ - HzC-C = CH-CHz +
Hz) -CH-CH= CH2
HzC-CH-CH
-
heat
2
products
HzC
-
d-ce >
-
(elhand)
H,
-
C I product
neat CH >
CHs only
HcCH -
e- CHEC
NaOH
(elhanol)
>
-
heat
no reaction
'Hz
Alkyl halides in which the C adjacent t C-X has
at least then
one
hydrogen , only elimination occurs
.
#
↑ ↑
-
C -
C-X
I I
* On
dehydration/elimination in alcohols , alkene and
water forms
* Only those alcohols undergo dehydration in which the
atom adjacent
carbon to C-OH has atleast one
hydrogen.
- -
o -
H
/
It O H
H2SOy
-
conc .
R
~_ -H
°
180 C &
R -
C -C- H >
- c = C t H20
Al2O3 Y
it it 300 C
°
H/
It o
- H
~_
conc . H2SOy
°
180 C HOH
C-
E
H H
H = C
-
> H C +
-
-
- -
I
H H Al2O3
300 C
°
I
H
I
H H H H conc . H2SOy H H H H
-I ↑ I 180 C
°
-I I
H -
C C - -
C -
C -
H > H
-
-
C c - -
C = C- H + Hot
Al2O3
H H b - pi °
300 C H H But-1-ene
+
N
Butan-2-ol H HH H
↑ 1 I
X H -
C -
C -
-
C -
C -
H
bit
I
H it x
But-2-ere
d ↳
H H H
& - HzC - -
c = C c = C
-
-
H
He CH3 CH3
-=1 -
-
structural &
mixture of both Stereoisomers are
formed
Butan-2-of gives 3 organic products
Conc H2SO4 CH3 CH3
.
CH3 °
C ↑ I
180
HzC
-
CH-CH-CHs -
Al2Os
HzC-C =
CH-CHz +
Hz) -CH-CH= CH2
oft 300
°
C
2
products
Conc H2SO4
.
CH2
CH3
°
↑ 180 C I
C OH - C
H H,
- -
-
Al2Os CH >
CHs 300
°
C
HcCH
Conc H2SO4 .
°
180 C no reaction
C-CHEOH -
-
Al2Os
'Hz 300
°
C