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Alcohol(s), Phenol(s), Ether(s) & Glycol(s) Class 3

Oxidising Agents (OA) :


Kzcrzo >/ -11A ketones & 3001s also
• H :
very strong 0A : oxidises .

• KMn04 / H -1/0 :
strong ( typical) 0A

or 54
003/420/4-1 = 42004 :
strong 0A

[ it however does not oxidised


>c=cS
bond
HzCr04 in Acetone
Reagent

Jones 0A
1- = 35°C
: :
good but

i it does not oxidises


¥ =cf bond
: it oxidised 1° alcohols to Acids .

HNO
}@
one
) :
very strong 0A

KMn0y
-
-
-

OH
/A
-

OH
2
,
UNO
3 }
4^103
'

COOY
'

'
-

50%
.
.

Oy
.

50% 4
-5004
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Mild Oxidising Agents:
1° of
Pcc :
Pysidinium chloro chromate • oxidised to
aldehyde
Ñ↳ " " °ᵗ "" "" ""
↳ ᵈ"

IDC ;
Pyridinusm dichromate
• do not oxidise
¥=cf bond
also oxidise 2° ol to ketones
cnzclz

Acetic
cross / in Aczo =
anhydride

003 / Py (Collin's reagent )


Cu
/ 573 :
Dehydrogenation = oxidation


Mn0z : mild 0A : used for allylic & benzylic alcohols

(ONLY)
NO z
Mn 02

2
-1
3
1
04 • ✗
,p
- Unsatd carbonyl compds .

alcohol

fail to oxidise
\g=c{ bond
allyl
@ cry / aldehyde)
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
?⃝
9. Dehydrogenation Cu at 300°C = Cu at 573K

2° CU
RC4zOy RCHO -1 Hz
573K

CU
Rzch OH Rzco + Hz
573K


Rzc -04 No reaction

CU
an alkene ( dehydration )
573K

Cu
*
Meg C- 04 MezC=C4z + H2O
573K

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
10. Lucas Test Lucas HCl
/ Znclz L R
Reagent : = -
.

@ hydrous,
T = 25°C
< ' R
Roll Rct ( Alkyl chlorides are insoluble in L - R
giving
white lis
a
turbidity the solution)

* Lucas Test
helps in
distinguishing a saturated alcohol (CnH2n -120)
whether it is 1° 2° or 3°
,
.

t R
A white
Rzc turbidity instantly 3001
-

Rzc OH CI :
-
-

3° of is
confirmed .

"R
Rzcnon Rachel : A while
turbidity is observed after

of 2° ol
confirmed
2.
3 -5 min a is .

L -
R
RCHZOH Rcuzcl is NOT formed .
No white turbidity is
1001 observed a I.

Roy
is confirmed

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
H
RÉH
¥
1- Znclz @ nhy ) .

-
lewis Acid) zinclz
{ RDS
bond weakens

8-1
HCl
8-
if 12=30/20
2-1
-

(SNL ) RCI + [Zn( OH)Ck]



if 12=30 ; carbocation is
formed ↳ a
good leaving group
instantly
• R = 2° ; carbocation formation occurs in 3- 5min
( based upon

1° Rt
stability)
• R = 1° ; is NOT formed ; No RCI is formed
No white
turbidity !
Note : If Temp is increased with 101204 ; then a while

turbidity appears ! ! why ?

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
As Temp (60-702) (a ) becomes
-

• . is raised ; CI weak Nu

high in
energy and is motivated to do an SNZ attack .

SNZ
H

12£ # Inch
-

C1

+
-

{
Cl -
R + Enloe)ck]
1° ↳
bond weakens alkyl halide
good
Note
↓ leaving group
benzylic allylic alcohols obviously
,
: &
a white
turbidity
react faster with Lucas reagent
(due stable carbocation but do not Lucas
to
) ; we use

Test to identify them or


distinguish them .


DO NOT USE LUCAS TEST FOR ALLYLIC & BENZYLIC ALCOHOLS ,

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
11. Victor Meyer Test To make distinction 2° 2° & 3°
among ,

P/ Iz As N°2
Roy RI RNOz
HNOZ

(HN0z MANO 's / HC


) 10 20
30
analysing the

Nitd product formed

p
↳ N°2

RCHz0H RCUZ -
I Renz -
NO
,
Iz
HNOZ

blood NaOH R
R -
C -

Noz -
C -

11102
11 Red alkali 11
Nitro / ice Acid
µ -5m£ colour N -
OH •

t,
soluble salt
↓ acidic -
H

This confirms that alcohol
is 1004 .

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
P AS " " 4^102
• RZCHOH
Iz
Rz -

ch -
NO
,
k -
CR,
-

Moz
1
NO
insoluble NaOH Pseudo mitral -

in NaOH
( to acidic -

4)

blue colouration

↓ alcohol
confirms 2°

P AS " "

Rzc -04 Rzc -
NO
,
KNOZ No reaction
Iz
confirms

• 3. ol

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
12. Other Tests
• CAN = Cervia ammonium nitrate :(V44)[ce(Nos) ]
2
,

CAN
A obtained
Cseltyo red colouration is

confirming that given organic


compound (CxHy0) is Alcohol .

• Na/ K - Metal Test :

" Ma
Hz ↑
° "
Cnttzntzo _

compound is Alcohol
Metal
Ethers effervescence
R5N+a ( an alkoxide
Note : Always remember that ROH
or
NO Rxn .

NaOH
?
Note : Phon
Ma
PhÑÑa akkoy or alc Noon

Na metal cannot distinguish between alcohol & phenols

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲

Iodoform Test :
04

only
1° alcohol : [ 211-504 =
cnztcnz
&
Methylated 2° alcohols =
cuz
-

CH
'
-
R ( Phi cydoalkyl)
on

NaOH/ Iz

CH
Izt, + sod . salt of an acid .

yellow ppt
a 04
- +

Ch3CUz0U Ch -1-3 + H ◦ Na
§
• -
-

±,

R
-ENa+
' '
Ch
cuz ch Is +
- -

a-
§
'
on

Q . X : Csn ,z0 : is optically active

:
gives + ve
iodoform test

Identify ×
, y
:
forms a
rearranged product ,
4 on

reaction with HBR


ₕydᵣₒcₐᵣbₒₙₛ
.

Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲


Di-Hydric Alcohols: (a). Gem (b). Viccinal

°"

c (unstable except few given below


]
OH

8-1

Ei Hyo
8- Et -
-

1,0 %
.
- - - -

\
CI C C H
(chloral hydrate )
- -
-

Ninhxdrin / \
Eli +9¥
tot
.
_

. _

intramolecular
chelation)
it
bonding (
-

ViccinalI I -

Cf
/
I 1 :
Glycol
OH OH

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Glycols:- • 91-204
Ethylene Glycol •
Cltscltcltz
{ HZOH bit bit

Ph -

CH Chiou
-

Styrene Glycol Propylene Glycol


'
on
( Phenyl ethylene glycol )

Pinnacol(s) :- completely substituted


Glycols
Me Me

Me - d- d- Me : Pinnacol
bit bit ( 2,3 Dimethyl butan -2,3
-
diol
-

• Other Pinnacols : Ph
2
-
C -

g- Me , ; ph -
F- e- ph
bit OH ① It '
OH

D- bit GHz Q¥ OH

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
OH
Cyclo-Alkandiols:-
'

OH
i
it-AND
HO OH

_rans-l,2-CycWhe✗andi#
--
x Trans

¥+10
cis
11-0 OH
1+0 It
cyclopentamdioks,

Glycerol
CHZOH
A tri -

hydric { non
alcohol
{ 420th
• also known as
Glycerine

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Preparation of Glycols:-
1. Hydroxylation of Alkenes
2. Hydrolysis of Viccinal Dihalides
3. Hydrolysis of Viccinal Halo-hydrins
4. Hydrolysis of Oxiranes
5. Reduction of Glyoxal(s) ✗ dicarbonyl compounds
-

6. Reductive Hydrolysis of Carbonyl Compounds


(Bimolecular Reduction)

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
1. Hydroxylation of Alkenes
alk cold dit
.

KMn04
° °


's
Baeyer
'

1 1
reagent 40 OH
vicinal diols
addn)
( syn
(Glycols)

2 .
Halt 503

CUZ =
cuz

KMn04@iY7.Ph
cnzcu =
cuz

cold 1204
Cn cuz
.
-
=

Me
,
C =
cuz

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) 7 C̲ i ̲r ̲c̲l ̲e̲
Kinnock ')
* cuzcn __ Cn -

cnz ?
Cold .
KOH
cis / Trans
syn
cis Meso
Trans Racemic Mix

KMn04@iyHHCold.K
OH
cis -

product
Synaddn 40 OH

H no Trans = ?
Pg . 22

how to ?
no H

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
2. Hydrolysis of Viccinal Dihalides

OH
✗2
c -
c aq .

C=c
C C
CC / 4 KOH
-

×
✗ ≠F 04
I vicinal di halide
( glycol)
Ctntiaddn)
✗z
aq .

CCl4 KOH

✗z aq .

✓ Cag
KOH

✗z aq .

Ph -
Ch =
cuz KOH
cc , ,

✗z aq .

KOH
ₕydᵣₒcₐᵣbₒₙₛ
CC / 4
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
3. Hydrolysis of Viccinal Halo-hydrins
OH HO 04
✗2 / THF aq .

[ = a c- a
C -
C
H2O Koy

✗ I
×
( glycols)
7- F

✗z
/ THE aq .

Hzo KOH

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
4. Hydrolysis of Oxiranes
PHCOOOH
C=c C -
C

Peroxy 1 .
H+
benzoic acid 2 .
Uzo

Hao :

SNZ type of attack c -
c

-% +
c
( anti -

type
+
2 ring opening H

H protonated
Oxiranes

+
0h2
OH

C -
C
C- c.
-
h -1
OH
OH

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Phcoztl

(cyclohexane oxide

I. Ht
2 .

Uzo

" ◦ "2
H backside attack
yo
.

antitype ring

H
+ opening
H -

n -1
"

(
Trans -

product
H

PHCOZH Ht

Product
420
c

ₕydᵣₒcₐᵣbₒₙₛ
Me
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
5. Reduction of Glyoxal(s) Cho :
Glyoxal
Kuo : Ethan dial
NaBH4
CHO CHZOH
{ yo { 4204

H2O
@ lyoxal)
a NABH "
Me Cho Me Cy cuz
g
- -
- -

104
"
0 H2O OH

Methyl glyoxal
( ✗ keto aldehyde)
-

NaBH4
Ph cuo Ph CH -

cuz
§
-
° -
-

' '
Hzo on on

Phenyl glyoxat
" AB " "
Ph Pb ( Denzil) Ph
gu cnn.ph
-9g §
- -
- -

H2O on 10h
Di -

phenyl glyoxal
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
6. Reductive Hydrolysis of Carbonyl Compounds
(Bimolecular Reduction)
1.
My
2.
H2O (ex)

Mg
2 C -55

2é +
Mg2+
dimerisation nngzt C C
C
E C
-

-
-

2 -
o

O O
-

O
-

Cradical anion)
,
,
_
- -
-
-

H2O Mg
-

C C

( glycol ) OH OH
-

Mg( OH)z
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
◦ For Pinnacle) :
cuz Chs
.
Mg d- d- cuz (Rinnacol)
cuz
§ cnzz.gg ,
2<43
- -
-

tou Ion
Mg Ph in
the e- Me
g-

-


2 Me -9T
-
Ph
2 .
Hzo 04 but
0

2cm
cnzcllz

Mg Et Ine Ie Et
§
-

3-
- - -

2.
H2O 04 104

.
Mg
• 2

2.
H2O 404
"" Me Me
9
Ph come + Me come
d (Mixed)

d
a

ph - - -

me
2.
H2O ↓
toy by cross product
.
Mg
Note : ZHCUO Cuz -

cuz
2.
H2O 6h by

2cnzcno.MG ₕydᵣₒcₐᵣbₒₙₛ
cuz -44 cuz -24
Alcohol(s),
H2O Phenol(s), Ether(s) & Glycol(s)
-

2.
104 On C̲ i ̲r ̲c̲l ̲e̲
Chemical Properties (Reactions)
1. Reaction with Phosphorus Trichloride & Thionyl chloride .
2. Reaction with Organic & Inorganic Acids
3. Polymerisation
4. Condensation
5. Acetal Formation
6. Oxidation
(A) Simple Oxidation (B) Oxidative Cleavage
7. Pinnacol-Pinnacolone Rearrangement

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
1. Reaction with Phosphorus Trichloride & Thionyl chloride
Pas vicinal
94204 GHz CI
-

1 Dichloride
CUZOH or DCI }
cuz -
Cl

( Plas)
p

Iz

-
-
-
-


.

cuz -
-
-
-
-
SOCK cuz -0
= ,
1 - -
-
-
I 5--0
< 42° "F Cuz
-0

cyceicsulphilé
, .
.
. .
.
.

5=0

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
2. Reaction with Organic & Inorganic Acids
Chio -
% -043
↳ +
CHZOY { Uz-ON
Luzon
+ Cuzco 04
25°-40°C festers
Ht cuz -0
-
É cuz
-

+ 2043004
Lugo cus
-9g
-

11 Ht
c- 04
+
I 25740°C
on
g-

430-1
(Ethylene oxalate)
can

€4204 H+
HNO cuz-0 Noz
{ 420K
-

+
}
I
cuz-0 NO,
-

Ethylene 2 CUZOY
di -
nitrate { 4204

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
3. Polymerisation H+
2 ( Glycol) + Terepthalic acid
Polyester

- -

gnz-cnso.iii-iio.IE '
E-ioi-i-iiiio-cns.in " ,
- - -

by
'
- -
-
-

y
-
-
-

-
-

H -1

É É cuzcilz
oh
o o
cuz cuz-0
-
- - -
- -
- -

• A polyester
polyethylene Terephthalate ↓
Terylene

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
4. Condensation
dit
2
CUZOH .

?
{ 4204 42504

dit
Note : ROH R -
O -
R

42504
(12-+30)

cuz -04 n -0 -

cuz dit CÑ°hz


I 1 > I 1
cuz -04 n -0 cuz 42504

CUz-oycnz-pt-e.com
-

(dioxane)
Luzon 42504

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
5. Acetal Formation Acetals : Gem dietbers
-

Henri acetals Gem ethers


:
hydroxy
-
-

cyclic Acetals : di oxalan


-

Note : Acetals &


cyclic acetals are
highly
stable ; inert to reduction
; inert to alkaline medium
But they highly
are sensitive to

acidic
hydrolysis
HCl
(9) 04
+ ROY
¥0
= 0
hemi acetal
-

dry
ether
R
gem hydroxy
- •

OR ROY
• Acetal
C
HCl

gem OR (g)
di ethers
-

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
HCl OR
(g) Acetals
=0 + ROY C

@ ✗ cess] dry OR

• Acetals are used as a means

of Protection of carbonyl compd

against 1 .
Reducing agents
Note : How to recover carbonyl compds ? 2 . Alkaline medium

OR 430-1 04
c , 1- 2 ROY
OR
04
diols
gem
-

H2O
-

C.

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
HCl Ome


/
C -0 1- 2 Meon acetal
dry none

CHZOH 0 Cuz
+
I C

CUZOH 0 cuz
(di→xa1an)
glycol
acetal
¢420M )z cyclic
Hcno ( More stable)
H+( dry)

Me

¢4204)z
Chino "
Htcdry)

Me
@nz0U)z
Meco me
H+(dry] Me

n
to
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
6. Oxidation (A) Simple Oxidation (B) Oxidative Cleavage
(A) Simple Oxidation
oxalic acid
CUZOH (O) COOH

Luzon { 00h
PCC Cno glyoxal
Chzclz { HO

0
2° 10
É- Coon
4- keto acid
)
cuz -44 cuz cry
-
-

on 6h
:
Pyruoic acid

PCC
cuz
-
§ -
Cho (methyl glyoxal)
CHZCIZ

HzCN4
cuz
-É -
Coon
( Pyritic acid)
acetone
35°C

JonesReagent
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Ph -
ch -
ch 2

ton £4 PCC

CHZCIZ

HIM 4

acetone
35°C

n n

H H PCC

CHZCIZ

HIM 4

acetone
35°C

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
(B) Oxidative Cleavage HI0q Periodic Acid
Reagent :
:

lead tetra acetate


Pb
@ Ack, :
" IO"

% ¢
'

OH OH
,
Y=o + o=c
\
(carbonyl compds)

CHZOH HIO4 2 HCHO

Éuz0H
- -

Me -
Ch :-C Hz HI°4
Me Cho + HCHO
"
10h "
OH

Ph hI°4 Photo -1 hcno


-
Cy '
cuz
' '
'
on on

ph _±- me
Ph -0=0 + 0=c -

me

1
Ph
it
Me
th the
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
:
1--04

/

04
149
OH
2 .
H2O

4. 3

5 I - 2
H µ
i H Ho
'

o 1
;
H H 4
HO

HIO4 HI 04

Cleavage of cyclo alkandiof •

cleavage takes time


is INSTANT
• This reaction serves
4 3
test to
as a
distinguish
5 s2 between cis & trans

611 ' ?
◦ 8 •
because 2- 0h
group are

Ether(s) different
in
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), plane
& Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
Action of HIO4 on 9-Hydroxy carbonyl compounds:


! HI 04
c :

cut E- on
-

! _

-9=0
(acid)
(carbonyl)
'

1-
1=04
cuz c CH
cnz Cuz COOH 1- cuz CHO
- -
-

!
¥ on
'

2-
2
3
3 HI 04 1
COOH
°
4 £ .

4
CHO
51 g
OH

Action of HIO4 on Dicarbonyl compounds:



-
c
:
c- Mix .

of acids
" "

ₕydᵣₒcₐᵣbₒₙₛ
◦ O
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
2
3
I
I. HI04
COOY
' 0
glutaric
.
i

2
'

.
=

4511 coon acid


0 -420
0
HI04
'

Me - C :-c -
Et Mecom
11

ill 0
0
+ ETCOOH
04 0

Note :
' 2 ( glutamic
anhydride)
. "
. '

3
'
-
1 04
xHI04
-

yo
_

-
- - -
-
5 HCOOH
- -

! fur
-

Huon
5
4
04
(x=5) >
40
<

lookout
'

n
t,
,

Hcno
hcno

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
04

3-
? /
'

1 hI04

-
-

4
-
-
_
.
,

1
5

04
40

2
Éoz
CHO 5

1- MCOOH +
3

4 CHO

ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s) C̲ i ̲r ̲c̲l ̲e̲
OH
: £
2 ,

' coz

[

: HI04

Eno
- - - -- - -

¥6
'
I
3
4

'

g. /
4
'

"

C. 004
OH

• H COO Y

u
n @ 004

Than
'7
ₕydᵣₒcₐᵣbₒₙₛ
Alcohol(s), Phenol(s), Ether(s) & Glycol(s)
;
Bpg
.
C̲ i ̲r ̲c̲l ̲e̲

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