[Link]
gle/W
rVUDMbgGuAuUhJRA
WELCOME
Chemistry
Class
ELECTROPHILIC AROMATIC
SUBSTITUTIONS & Related reactions
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
BINGUNG TANYA LANGSUNG!
WHAT TO LOOK??
Look for the mechanism of
Electrophilic substitutions
and how the catalyst works
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
Oxidation
OF AL KYL BENZ ENES T O BEN Z OI C
ACI D
Acidified KMnO4
A C A D E M Y
solution under reflux
M E A D O W S
B LU E
C LA S S
E N G LIS H
0
3
Q
Com p lete the follow ing tab le to show the
A nswer
structures of the organic products formed when
cumene reacts with the reagent .
this
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
Hydrogenation
OF BENZ EN E T O CYCL
O H EXA N E
Excess Hydrogen gas
High Pressure
High Temperature
Nickel Catalyst
0
3
Q
Com p lete the follow ing tab le to show the
A nswer
structures of the organic products formed when
cumene reacts with the reagent .
this
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
EA S
W I T H CONC. HNO 3 AND H 2 S O 4
U N DER R EFL U X A T 5 0 - 5 5 DEG. CEL
CI US
Q
A nswer
this
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
EA S
W I T H CH L ORI
NE
DARK
ROOM
EA S
WI T H BROM I
NE
DARK
ROOM
0
3
Q
A nswer
this
01
Welcom e
!
T H I S W EE K A GEN D A
LO's
S U B S TITU TIO N
1 complete oxidation of the alkyl side-chain to give
a benzoic acid
2 hydrogenation of the benzene ring to form a
A R O M A TIC
cyclohexane ring
3 Nitration of benzenes with conc. HNO3 and
E LE C TR O P H ILIC
& RELATED REACTIONS
H2SO4
4 substitution reactions with chlorine and with
bromine
5 Friedel-Crafts alkylation and acylation
EA S
F R I E D E L - C R A F T A L K Y L A T I O N A N D A C Y L A
T I O N
EA S
F R I E D E L - C R A F T A L K Y L A T
I O N
EA S
F R I E D E L - C R A F T A C Y L A T I
O N
EA S
F R I E D E L - C R A F T A C Y L A T I
O N
LO’s
• Describe the EAS mechanism and
• Predicting the organic products in EAS
Organic and
Biological
Chemistry
Answer this
Organic and
Biological
Chemistry
Answer this
Organic and
Biological
Chemistry
‘2,4,6-directing group, if G is an activator’
Describe a synthesis
pathway (use your
knowledge within the
scope of AS and A2 level)
Changing from EDG to
EWG vice versa
-R -COOH
-NH2 -NH3+
-NO2 -NH2
1 Suggest a pathway to
convert methane into
benzoic acid
[Link]
2 Suggest a pathway to
convert benzoic acid into
diphenylmethane
Foundation of organic
synthesis
[Link]
fL2YZoHrzKE9
Watch a video (2 mins)
[Link]
oPS30
3 Suggest a pathway to
convert benzonitrile into
benzyl alcohol
[Link]
1McAAyShdWDr8
4 Suggest a pathway to
convert ethanol into
styrene
5 Suggest a pathway to
convert benzene into 4-
amino benzoic acid.
6 Suggest a pathway to
convert benzene into 3-
chloroaniline
7 Suggest a pathway to
convert ethylbenzene into
2-chlorobenzaldehyde
