ALCOL-PHENOL-ETHER

I .
Alcol :
-

1) Dieuche

↑.....
OH
Br
"

Kot ...

He-echy Hyc-C-ens
7

HO
↑
-- >
-

-
H2SO4 'H
TE
1 .

BH .

NaotOH (trav Markornhikov)

· 3

2 .

+2 :

-
· KMnOq long -
OH
11 > I
L-
-

H2O
*

OH
O

Il

T
1R-2-0-OH .

H
LI
·

>

L "
....
OH
.
2
Hot .

.
1 HCHO
· R-2 = 2 - R -
2 = 2 -

CH20H .

2 H Ot
,
.

1 .
R CHe-CHe-OH
R-MyXHot
-
.
·
 ; ⑦
tap
.
1 HCHO Bai :

Alcol back
-

>
O 1 .

+j MgBr
Il
c
H20+
LT-
.

2 Hz0t
I'
.

, 1 . Aldehyd Alol
j
bac 2. CHyMgBr
R-MgY
1
- II >
-
.

--
HpOt
+ ↑

Hy O
L
2
C
I
.

O MgBr
Il
1 .

I
1

.
1 Ester Anyl halide , Letor - Cetts 2 .

HgOt
bar 3
,

, Alcot
C .

HgOt

① Khie :
Na/zH-OH
HalNi LiACHy
NaBH4
C = C v

C 0
v V
~
=

COOR
~ -
200 H .

2) Phan, ho hoc :
ung
.
2 1) Ester hod
R-c - ou Is
ROH +

d
.
R'-e-OR
R -
R-e q
ROM +
- -
> -

Rot R R R OR
q
0

m
+ -
-
-
-

-> -
-

c .
2) Williamson :

ROH , R-ONa
 -o +
B
,
- xa

ONaBr an

E
I

T
↓1 >
-

XONa >
-
EBr &

2 .

31 Chryen vi. pinacol :

is
1
O
# He-i-CH He-e-e-
!
CHs
T
-
2
en ens
,
er
,

.
2
4/Dio +
H104 :

- 04 t04
~ CHO
LOH.
>
-

Lero

Ton >
-
HIO4
X

I
...
HEOp ↑
L... I etto
.

>
Leo
-

o
#I Pheno
.
1 Finche :
o-or

-
↑ - Off

·
HO

n
02 -
[T El
+

I
-

L
curren

,
C
I NaOH -
· ,

>
El
-

300 %
sOgt PH
Naot
El
-
·

T Ex
on
Nce-
.

+
4,0
·
-

L
-
-I I >
-
+
-
-
-I

Betap
&
:

El
E
En> NaNOz HOT
> A B > C · I
PdIC HI 5 C
°

,
2) Tink chat ho hoc
2.

11 Phaining acid-base :

Of ONa
I

Ell + NaOH >

-

El + H20

off of
.21
2 the atten ti (SE) I Br ! -Br

E
X
I toL
-

I .

Brilt0 Bizlese

·
>
:
OH
on I
OH HNOs
I SO4 El
-

--F
-
.

its
-
Ell 30

OH .

RX/Als
OH
RLOX/As
>
.

E
e
= -

o R

23/Phan" ester ho phenol

uny 8
Il
OH Il
R
R- -o
El O
110 x -
L1 /-
.

Ro R
Bartap : >

EITO enylethx els +

-

>

Lon
-
-
-
I I
-
Coo
t Ro
Of

Ea >
-

① Chuyen ; Fries :
Of 8
O
R
°

160 C -

oR 7
L
-
-
I

El Alla

OH
60 %I- -

LI
> 1.
~

R
2 .

4/Phaning Williamson :

let)
2504,
NaUH
OH
I
-
-C
- max
↓
-
-I =
>
↓
/
-

NaOH

OH -X
2 .
5 Chuyn vi. Claisen :

OH

CH
=
CH2 I c= 2
2000
- -2 -

>
-
- /
L

⑦ Bautap
el
a

E
-
- 2002
B >
-
2 .

NaOH

2 .

6/ hancing Kolbe :

ONa

i
con
NaOH ; 202 ↓ coo I
-
>
Ell El
to

A . 202 to
1

.
2
HzOt
,

>
-

2 .

7/ Phantry Reimer-Tieman :
PH Of

Extend
-
Chills -
Ell KOH
2

2 .

8/ Ghep cap Diazo

↑
:

OH

EN - El Ex-N =
N-Eon
#
Bastap :

E
NaNOz , HCl
Ex-N NET-OH
=
e >

502

Quinon :
.
2
9/Oxy hoa two

PH
-
El On !
OH j
I 8
-H KzCrzOf #x
El 3

H
I
HeSOy
Of ⑧
I Il
X Kalr07 -
↳I
~

H230p
>
11
or I
 #THER - EPOXID

⑦
Tenthngthry :

-
-
: Oxirane

To : oxetan

M
↳
oxalane (tetrahydrofuran)

: (tetrahydropyran)
Lor oxane

10 - 1, 4-Dioxan
-/
11 Finche :

R 0-

+ R -

X >
-
R -
O -
R + X
=
.

2 = c +
02 #
O

- R-2-001 HzOt --
H
11 --
-

L LI -
> >
I
11
-

oth

H2S0q R
R-OH 0 12 + H20
-
-

>

140°

* Bar :
-tal
ClztHO NaOH
- -
-

X > B

2) Hoatih :

.
2
1) Cit mach vor HBr hoacH
S
:

R-O-R'HX >
-
R-X + R -
X :

(X Br orl)
=

HBr
Mar >
-

-Br + X Br

M HBr
Brx- Br
or

①
Phenyl other :

↑ O-CH2-CHy HBr
El ~
+
e+y -
CHz - Br
2 .

2/ Phan Eng ti oxy ho :

of .

R-O-C-REG R-0-CH-R > + R-0-0 -

Ch-R
hydroperoxide

* Vidu
OOH

He-0-CHc-CHy
02
H3 e 0 CH
CHy CHy
> + 0
O-( 4),
-
- - -
-
-
-

31 tr acid
vory voi xic
.
2 Mo
⑦ Trong H20
off
- e-d Het I
2- C
I

- Auto
-

1 I
OH

~ ResH HzOt
-- A >
-
B

①
Tron Akol :

OR

e-c-H c-
.

I
- >
-
-C -

↳ R-OH on I

R gan vo Carbon contier nhom the hon (bar car hon).

Ht
-

⑨
①

13-
12-c- H . -
>
CH to
/CHOH .

① Diy HX

o
I *
1 HX
-
C - 2
-

>
- -
C-
I
2 - -
HX
-
11
c - -

Ye 1 ↓
↓
 4/ Troy moi triory base :
2 .

OR

- -C >
-
R-O-
- -

br R- OH .
I

① R
sign vo carbon bathop
I

1 ~ CHOHa
+C -
>
H -4 c
Oc
- - -
-

CHOH .

OH .

Vidu 02H5
↑ Ht ,
C2H5OHy HzC- I

&Hs
-

CH-OH .

-a

HC-C-Ch C2tO ; EtOH

HzC-
OH
I

H
Y
-

CH2-0CzH5

51
Tacdury hi P chat him
2 :
ce
.

OH
R-MgY
.

- .
1 ether e-C-R
1
+ He - C- R - I
R-Li 2 130
.
+
R

Cetty
Chz
=> A >B 2 .

as ether .
2
Hot