HX
Br2
Addn H2
MnO4-/H+
C2H5OC2H5
Ethoxyethene
CH2=CH2
Ethene
2 SO 4 /~ 80˚C
æHæ
ææ
æÆ
CH2=CH2
Ethene
æElimination
æ ææÆ
CH3CH2OSO3H
Hydrolysis
H2O
†
Cracking:
Petroleum
Natural Gas
H2SO4
Excess C2H5OH
<140˚C
†
C2H5Cl
PCl5
+
CH3COOH
Conc. H2SO4 / Warm
C2H5OH
Ethanol
-
H /OH
Heat
Esterification
CH3COOC2H5
Ethyl Ethanoate
H2SO4
Excess Acid
>140˚C
(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
<60˚C
NO2
NO2
NO2
NO2
2,4,6-trinitrophenol
Nitro
benzene
1,3-dinitro
benzene