Hydrocarbon 9

XI B1,B2,Extended

8 JANUARY
 ImP
-
Electrophilic substitution RXN

in Benzene-
(SE)

Mecha
-
-

-I I

[] + =
+

- (Na
(Aromatic)
↓ I Acumatis

(Arenium ians
+
E
+ complex)
I
L Carbocation)

LallyeCarboCatial
stablised
#
Resonance
Step-I

Registrativity
+ De
#Yet B L
-

S Hybrid
-
-
Examples of SEE

as Halogenation

b) Nitration

c) Sulphonation

4) Fidel Craft
Alkylation

5) is
Acylation
 H
as Halogenation
-

>
-

+ X

Alds d
[] + u ↓ >
II + He

CAnhydrous +
Ally
o

Feels
7
(dark)
Fe + che
7
Dark

Mech
-

-
da + Alls -

Lewis

Aid
- +
All-atta
S CET)

-Fee
(2) -
+
+ a
+ ne

He + + Alle- He +
Ally

+
1 + Feds-u +
recly-
(Bases

Fe +
ch-Fec

Feds + c -- u + + rece-
*
[E +
Br
E
HBL

Jodination
-
- Slow & Reversible
-
,

oxidising
So
Agent Holog or10
s

is required ,
Imp
l
,

+ 3
Cexcess
I

Sexaculm
-zenzene

(54)
(b) Nitration
=

+
Carc .

HeSon
carc
HNOy >
.

No2
I

[I
] + H2 son

H
+ Accepta
ech- -+
.

H Dana
e
MNO3 + 12 Soy >
-
k - 0 N =
0
+
(Base (Acid) i Usa
(Branstead)
I
- 9
~
H 0 N =0

1102
-
-

"to 120 +

1 So
+
,
# +
No
Ap KEI msoy

Base
24 sulphonation
=

15 +
125 >
-
Lethaso ,

Coleum)

inson
so
+

electrophile

O (Neutral)
II
O
St
-

- 041st
-

O
vo
g
#

E
V

[E53H
-
o-
~

Benzene
( Base
Sulphonic Acid
-
(d) Fridelcraft Alkylation =

,
23

#I +
GodrougI
+ Hi

mech
-
-

CHIC +
Ally - +
Alde
CETS
electrophile is Carbocation,
So
Rearrangment is possible .
# +

cy-ctoes
-on -
as s

anto
#
-
#
chs-ce
+

-t
CH-I-uz
·s
Cy

# +

-Couns
an
for Alkylation

① RX + L .
A .
-
-

-
F 3
sbily
② Alkene + HF

⑤ 1) +
besoy

Alcohol + If

⑤ +
y
Hysoy
(e)
Fridelcraft Acylation =>
19
C R
=

+ R-reu I

, +h
Mech
-

O
O
R- -
c +
Ally -
R -+ +
Ally-

R-IR-CE
T [Move stable
Coctet
Auglium complete

(Resonance stablised)
In
Anylation o intermediate is

Aylium ion (which is

Resonance stablised, so

No
Rearrangement is possible

in Fidel
Craft Acylation
.

R
I > Acye group
=
-

-
 ou

At
P
# + 13-c-
we

↓ + ni

chlaide
Acetyl
-
-

Acetylation
-

# +
GHz--eu
Y
Benzoge
Benzophenone
Benzoylation
 Alls
17) + coll -
cal

r-20- Eithe
-Gatermann Koch Rxn

# hu+
- cor
+ nc
O

Ace + co -h - - &

O
H-E-ce -
Ales
H
Il
c
+
+
Ali
-

=
Fi
Alis
① [01 + c -R
= > NO
-
RXN

chlande
vinye

Chr =
chich-ch 4 = :

1
:

Partial double Band

(Strang Band)
 -
(2) In Substituted Benzene ,

if
strong election with
drawing
gp is present ,
then
very
Pour yield is obtained .

(3) Fridel Craft Rxnl

Rearrangment
-
is

Possible .

-
In
(4) Intramolecular Fridelcraft RXN5

F-
=
-
-

#X-U-42-M-cook #
O
11 +

-Chr-c-ot

I
 10
Ca-M2-CH2-c-on

# -
Ht

12-12-12-ton
#
-

-
120
-

O
Il
+

[
-Mc
10]M2-c-d
↓
iP

[0]
-c +

LI the
I
Electrophilic substitution in Mano substituted

Benzene
Ring -

Activation and Deactivation

(for SE)

Activation =>

If Any group increase elector

density in Benzene Ring

,
Then This Process is

Activation &
this
Group is

Activating group :
Deactivation =

If Any group decrease elector

density in Benzene Ring

,
Then This Process is

Deactivation& this
Grop is

deactivating group :
 + R7 +I
Ex ,

Case - I
- + R +I
,
-

CH3
Es
Activating
I

LE

All Meye groups are

Activating
Case II
-

+ R
, -
I

(a) + R > 1 -
Activating
-

(b) + R > -I =

deactivating

Ealogene ,

⑦ All Halogens are

.
deactivating
Case-II -
R, -

deactivating
 %

-! Strong Activating

-
OR
O

-NH-c-R
-r) moderately
Activating
-
o -

s
-CHECH2
I weakly
Activating
-
H

met F
-

weakly
F
-

Br deactivating
mete

Fi
-
I

Cho

3
-

COR
-

COOR
-
coot

col
-
>
-
+
R(0/P)

=> R
(Metal
-
*

Rate of SE X
electrondensity
at Benzene

&
Activating
O
Rate
:

of Se

>
- Activating
a)
Wh
1) Activating
>
- Activating - Deactivating

a ,
Cho

LE

An acbd
D rate of Se

zCH3
4 E
13 - (-4
- a

t
9
·
-H
-10
-
by &
An as

I 1 &L No
-
H . .
C

H only
Inductive
-

RY HY I