HX

Br2

Addn H2

MnO4-/H+
C2H5OC2H5
Ethoxyethene

CH2=CH2
Ethene

2 SO 4 /~ 80C
H

CH2=CH2
Ethene

Elimination

CH3CH2OSO3H

Hydrolysis
H2O

Cracking:
Petroleum
Natural Gas

H2SO4
Excess C2H5OH
<140C

C2H5Cl

PCl5
+

CH3COOH
Conc. H2SO4 / Warm

C2H5OH
Ethanol

H /OH
Heat

Esterification

CH3COOC2H5
Ethyl Ethanoate

H2SO4
Excess Acid
>140C
(or H3PO4)

Na
Aq Dilute OHAlkali

Fermentation

Oxidation

NaBH4 aq
Hydrogenation
C2H5X
Halogenoalkane

Sugar/Starch
CH3CHO
Ethanal

-2

Cr2O7 / H

CH3COOC2H5
Ethyl Ethanoate

aq

CH3CHO
Ethanal
CH3COOH
Ethanoic Acid

C2H5OBNa
Sodium Ethoxide

OH
-

O Na

Br

Br
2,4,6-tribromophenol

Sodium Phenoxide

NaOH(aq)
-

Br

O Na

NO2

Br2(aq)
OH
OH

OH

HNO3(aq)
Dilute

2-nitrophenol
and

Na
NO2
4-nitrophenol

Phenol

Sodium Phenoxide

CH3COCl

O C CH3
O

Phenyl Ethanoate

HNO3(aq)
Conc.

OH
O2N

NO2

NO2
2,4,6-trinitrophenol

Reactant
Br2

Reaction Conditions
Phenol
Benzene
Aqueous
Liquid Br2
Cold
FeBr3 Catalyst
Room
Temperatur
e

Substitution Products
Benzene

Phenol
OH

Br

Br

Br

Br
2,4,6-tribromophenol
Dilute HNO3

Room
Temperatur
e

No reaction

OH
NO2

OH

2-nitrophenol
NO2
4-nitrophenol
Conc. HNO3

Room
Temperatur
e

Concentrated
H2SO4
Heat

OH
O2N

NO2

<60C
NO2

NO2

NO2
NO2
2,4,6-trinitrophenol

Nitro
benzene

1,3-dinitro
benzene