Organic Roadmap for Alcohols, Phenols and Ethers

 Ascent of Alcohol Series

LiAlH4
hydrolysis RCOOH RCH2OH
H2O Reduction
HI KCN
ROH RI RCN

Reduction
4[H] HNo2
RCH2NH2 RCH2OH

 Descent Of Alcohol Series

Method-I
[O] [O] NaOH NaNH2 X2 AgOH
RCH2OH RCHO RCOOH RCOONa RH RX
ROH
Method-II
O
R
CH CH2
Al2O3 Zn/HCl H2
RCH2CH2OH RCH=CH2 RCHO RCH2OH
3500C Reduction
O O

 Interconversion of Primary, Secondary and Tertiary Alcohol.

 Conversion of Primary alcohol in to Secondary alcohol
Coc. H2SO4
HI KOH
RCH2CH2OH RCH=CH2 RCHICH3 RCHOHCH3
1600C
Dehydration Secondary alcohol

 Conversion of Secondary alcohol in to Primary alcohol

Coc. H2SO4
HBr KOH (aq)
RCHOHCH3 RCH=CH2 RCH2CH2Br RCH2CH2OH
-H2O
Primary alcohol

 Conversion of Secondary alcohol in to Tertiary alcohol

H R' R'
[O] RMgBr H+/H2O
R C OH R C O R C OMgBr R C OH
+
R
K2Cr2O7/H R R R

 Conversion of Primary alcohol in to Tertiary alcohol

 RCH2CH2OH
Coc. H2SO4

RCH=CH2
HBr

RCHBrCH3
KOH (aq)

H R' R'
[O] RMgBr H+/H2O
R C OH R C O R C OMgBr R C OH
+
CH3
K2Cr2O7/H CH3 CH3 CH3

 Reactions of Phenols
OH OH
NO2
+

NO2

OH
O2N NO2
O3
HN
O2N
O3
c. HN OH OH
n Br
Co
OH +

CS 2
Br 2 i n Br
OH
Br Br
Br2 water

Br
Zn D
ust
Na
2 Cr
O
HS 2 7
2 O
4
O

O
ROAD MAPS FOR ALDEHYDES KETONES AND CARBOXYLIC
ACIDS