Reaction of alcohols nucleophilic

substitution

1. conc. H2SO4, r.t. X

2. H2O, r.t
H 2C CH2 H 3C C H
or oxidation
H2O (g), conc. H3PO4
elimination or H O
350 oC, 70 atm dehydration
hydration KMnO4, K2Cr2O7 H 3C C OH
H 2C CH2 PCl5 or SOCl2 dil. H2SO4,
conc. H2SO4 anhydrous r.t, heat or reflux
HBr or PBr3
170 oC
X or Al2O3 warm
heat O
KMnO4, K2Cr2O7
mild oxidation
H 3C C H NaOH (aq) dil. H2SO4,
reflux
H3C C H
nucleophilic reflux with immediate
H substitution distillation

OH
O – Na +
NaBH4, r.t. Na (s)
H 3C C H r.t.
or H3C neutralisation
reduction C H
1. LiAlH4, dry ether H
2. H2O, r.t H
or I2
H2 (g), Pt, heat reduction NaOH (aq)
warm O
O 1. LiAlH4, dry ether
2. H2O, r.t. O H C O – Na + CHI3 (s)
(yelllow ppt)
H 3C C H
H2
C
H 3C C OH
conc. H2SO4, reflux
C
Cl or
O
O r.t
H 3C C Cl
r.t
H 3C C OH
H2
C

H 2C CH3 O
C
H2
O H3C C O C CH3

esterification
esterification