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052 Functional Groups PDF
052 Functional Groups PDF
April 2003
Number 52
Reactions of alkenes
Diol
CO2 + H2O
Alkane
H2
electrophilic
heat,
addition
Ni catalyst
Di-halogenoalkane
halogen
hydrogen
halide
electrophilic
addition
Halogenoalkane
electrophilic
addition
oxidation
electrophilic addition
Reactions of alcohols
bromo-alkane
nucleophilic substitution
chloro-alkane
NaBr(s) +
H2SO 4(conc.)
to make HBr
nucleophilic
substitution
iodo-alkane
nucleophilic
substitution
P(s) + I2(s)
to make PI 3
dry PCl5
halogenation
heat
Alcohol
3CO2 + 4H2O
dehydration
uv light
C3H7Cl + HCl
conc. H2SO4
Carbon Dioxide
+ Water
heat to
170 o C
oxidation
primary
alcohols
Cr2O72(aq)
O2
heat
halogen
Alkanes
UV Light
Cr2O72(aq)
aldehyde
Halogeno
alkane
further oxidation
Cr2O72(aq)
free radical
substitution
H+(aq)
carboxylic
acid
secondary
alcohols
H+(aq)
alkene
Reactions of alkanes
combustion
heat
Alkenes
alkaline
KMnO4(aq)
(e.g.)
O2
H+(aq)
ketone
Chem Factsheet
Nitrile
nucleophilic
substitution
KCN in
water/ethanol
Carboxylic acid
+
Alcohol
nucleophilic
substitution
NaOH(aq)
heat under
reflux
heat under
reflux
Carboxylic acid
+
Alcohol
H 2O
Ester
acid
conditions
alkaline
conditions
Halogenoalkane
KOH in
ethanol
NH3 in
ethanol
H 2O
heat under
reflux
heat
Amines
Alkene
nucleophilic
elimination
nucleophilic
substitution
Grignard Reagents
Carboxylic
acid
Ester
nucleophilic
substitution
nucleophilic
substitution
H 2O
Preparation
alcohol
Mg turnings
Grignard Reagent
"R-MgHal"
Halogenoalkane
Dry ether solvent
Boil under reflux
Acyl
Chloride
addition
primary
amine
Reactions
Primary
Alcohol
N-substituted
Amide
nucleophilic
addition / hydrolysis
nucleophilic
substitution
ketone
+ H2O(l)
H+(aq)
nucleophilic
addition / hydrolysis
nucleophilic
addition / hydrolysis
nucleophilic
addition / hydrolysis
2,4-DNP
Derivative
nucleophilic
addition then
elimination
Polyester
nucleophilic substitution /
polymerisation
Diacid
+
H+(aq)
Diol
Carboxylic
Acid
aqueous
Sodium Salt +
CO2 + H2O
neutralisation
reduction
LiAlH4
then
H+(aq)
LiAlH4 in
dry ether
dry
HCN
PCl5
Acyl Chloride
nucleophilic
substitution
reduction
LiAlH4
in ether
silver
nitrate in
ammonia
warm
solution
Fehlings
solution
H2SO4
Positive Silver
Mirror Test
redox
Alcohol
alcohol
Primary
Alcohol
NaBH4 in
ethanol
Aldehydes
2,4-DNP in
ethanol
nucleophilic
substitution
reduction
nucleophilic addition
trace of
KOH
Tertiary
Alcohol
Primary
Alcohol
Hydroxy-nitrile
compound
H+(aq)
Carboxylic
Acid
Ester
nucleophilic
substitution
Reactions of Aldehydes
Grignard Reagent
"R-MgHal"
CO2 (g)
+ H2O(l)
Secondary
Alcohol
H+(aq)
H 2O
Amide
nucleophilic
substitution
methanal,
CH2=O(g) then use
+ H2O(l) dilute acid
for hydrolysis
Alkane
NH3
warm
Positive Fehlings
Test
redox
Chem Factsheet
Hydroxy-nitrile
compound
reduction
HCN
reduction
NaBH4 in
ethanol
alkali
Amino Acids
neutralisation
Secondary
Alcohol
nucleophilic addition
trace of
KOH
acid
Salt
Salt
neutralisation
Reactions of Phenol
LiAlH4
in ether
2,4,6tribromophenol
Phenate ion
Ketones
neutralisation
electrophilic substitution
-
OH (aq)
2,4-DNP in
H2SO4
Br 2(aq)
Phenol
2,4-DNP
Derivative
acyl chloride,
in NaOH(aq)
Ester
Reactions of Amines
nucleophilic substitution
Salts
Substituted
Amides
nucleophilic addition /
neutralisation
nucleophilic
substitution
Reactions of Benzene
Bromobenzene
acid
electrophilic substitution
acyl chloride
Amines
Br2
Benzene
50o C conc
H2SO4
Polyamides
nucleophilic substitution
polymerisation
hydrolysis
alkali
acid
Nitriles
heat under
reflux
heat under
reflux
Br2
Nitrobenzene
Alkylbenzene
electrophilic substitution
Sn,
conc. HCL,
NaOH
Carboxylic
acid
Fe cat. dry
HNO3
electrophilic substitution
Reactions of Nitrites
Carboxylic
acid salt
Fe cat.
dry
KMnO 4
in alkali
heat under
reflux
hydrolysis
Phenylamine
LiAlH4
in ether
reduction
Benzocarboxylic
acid
oxidation
HNO2
+
HCl
Amine
reduction
Benzenediazonium
ions
Reactions of Amides
Nitrile
dehydration
P4 O10
warm
Amides
Br2(l) +
NaOH(aq)
warm
Amine +
CO2
hydrolysis