HYDROCARBON THM

1. Goi ten
CH 3 CH 3 SO2Cl Br

CHCl2

m-xylen 1,3-dimethylbenzen
CH 3

3-bromobenzensulfoclorid

benzaldichlorid

COOH
CH 3

HO Cl

NO2

CH3

1,2,4-trimethylbenzen
CH3 C CH2 CH3 CH3

Acid 4-chloro-3-hydroxy-5-nitroxybenzoic

2-methyl-2-phenylbutan
2

Tert-pentylbenzen

1.
SO3H CH3
OH

Acid o-toluensulfonic
Cl 4'
3' 2'

-naphthol

Cl

5'

6' 1' 1 2 3 4 5

O CH2 C CH2 CH2 CH3 O

1-(2,4,5-trichlorophenoxy)-2-pentanon

Cl

Cl CH

CH CH2 CH2 CH CH2

chlorodiphenylmethan

7-allyl-1-vinylnaphthalen
3

1.
NH2 NO2 NH2
C C

2,4-diamino-3-nitrodiphenyl

p-phenyldiphenylacetylen

HO CH2CH3 CH3CH2 OH

(E)-3,4-di-(4-hydroxyphenyl)-3-hexen

CH3 H 3C H 3C CH3

1,2,6,7-tetramethylantracen
4

2. Viet cong thc cau tao:

H3 C

CH3

H3 C

CH(CH3)2

p-xylen
Cl Cl Cl

p-xymen
CH3 H3C CH3

antracen

CH CH2

1,2,7-trichloronaphtalen

mesitylen
Br

styren

C Cl
Br

Trityl chlorid

9,10-dibromoantracen

2.

CH

Cl

CH2

Cl

Di-(p-chlorophenyl)methan tritylchlorid

H3C

SO2NH2

CH(CH3)2

p-toluensulfonamid

cumen

3. Goi ten cac goc

C6H5 C6H5CH2

phenyl

benzyl

(C6H5)2CH

(C6H5)3C

diphenylmethyl

triphenylmethyl trityl

C6H5CH

C 6H 5C

benzal (benzyliden)

Benzo (benzylidyn)

4. Sa cho sai cach goi ten. Viet CTCT

Cl
NO2 O2N NO2

CH 3 CH 3

1,3,5-trinitrobenzen

1-chloro-2,4-dimethylbenzen
C 4H 9

NH 2 NO2

2-nitroanilin

C 2H 5

1-butyl-4-ethylbenzen

Cl CH2 CH CH3 Cl

1-chloro-2-(2-chloropropyl)benzen
8

5. C che phan ng chlor hoa toluen, xt as va xt FeCl 3.

6. Phan biet bang p hoa hoc

a.
CH 3(CH 2)4CH 3

Cho p vi Br2 co xtac Fe: ch co benzen lam mat mau brom

b.
Br
H2O/NaOH

OH

FeCl3

phc mau tm

bromobenzen
CH2Br
H2O/NaOH

CH2OH

HCl/ZnCl2

CH2Cl

benzylbromid c.
CH2Cl

H2O/NaOH

CH2OH

HCl/ZnCl2

CH2Cl

benzylchlorid
CHCl2
H2O/NaOH

CHO

H2N NH

CH N NH
10

benzalchlorid

8. Viet p cua C7H8, C8H10. Nhng p nao khi [o] th tao acid benzoic C 7H 8
CH3

C8H10

CH3 CH3

CH3 CH3

CH3

C2H5

CH3

CH3 COOH C2H 5

[O]

11

9. ieu che a. Ethylbenzen t acetylen va cac chat vo c

b. 2,,6-dinitro-1-methyl-3-methoxy-4-tert-butylbenzen t ether methylic cua m-cresol

12

10. V tr the SE cua cac hp chat sau

CH(CH3)2
COCH 3

Br

CCl3

OH COOCH3

CH3

CH3

OCOCH 3 COOH

NO2

CH(CH3)2

Cl
OMe F

CH 3

CH 3 OMe

N(CH3)2

Cl
13

11. T benzen va cac chat can thiet khac ieu che a. n-butylbenzen
CH3CH2CH2C AlCl3 O Cl

C CH2CH2CH3 O

Zn Hg/HCl

C4H9

b. o-nitroanilin
NO2
HNO3/H2SO4 Fe/HCl

NH2
(CH3CO)2O

NHCOCH3

H2SO4

NH2 NO2
H2O/H+

NHCOCH3 NO2 SO3H

NHCOCH3
HNO3/H2SO4

SO3H
14

11. c. m-dichlorbenzen
+

NO2
2 HNO3/H2SO4 Fe/HCl

NH2 NH2
NaNO2/HCl

N2Cl
+

NO2

05C

N2Cl
HCl/CuCl

Hoac:
NO2
HNO3/H2SO4 Cl2/Fe

Cl Cl

NO2
Fe/HCl

NH2 Cl
0 5 0C NaNO2/HCl

Cl

Cl
HCl/CuCl

N2 Cl Cl Cl
15

12. Sap xep cac hp chat sau theo th t tang dan kha nang the hoa
a.

b.

16

13. Hoan thanh cac phan ng

a.

b.

c.

d.

17

13.
e.

f.

18

13. g.

h.

i.

19

14. Thc hien chuyen hoa

a.
C2H5Cl AlCl3

C 2H 5
Cl2 Fe

C 2H 5
KMnO4

COOH
NaOH o t ,p

COOH

Cl

Cl

OH

b.
CH3
Br2 Fe

CH3
2 Br2

CHBr2
2 H2O

CHO
NaOH o t ,p

CHO

as

Br

Br

Br

OH

c.
CH3I AlCl3

CH3
Cl2 as

CH2Cl
Na

CH2 CH2

20

15. Hoan thanh chuyen hoa

a.
C2H5Br AlCl3

C 2H 5
HNO3 H2SO4

C 2H 5
KMnO4

COOH

A
b.
COCH3
CH3COCl AlCl3 [H]

B NO2

C NO2

CHOHCH3
KMnO4

COCH3
Zn/Hg H+

CH2CH3

21

16. Bo tuc chuoi chuyen hoa

a.

CH3
HNO3 H2SO4

CH3
Fe/HCl

CH3
(CH3CO)2O

CH3

NO2

NH2

NHCOCH3
FeBr3 Br2

CH3
H2O/t 0

CH3
NaNO2/HCl

CH3
H2O/H+ 0 5 C
0

CH3 Br Br NHCOCH3

Br OH

Br + N N Cl

NH2

22

16.
b.
H2O AgNO3 NH4OH CH3I

CaC2

HC CH

HC C Ag

HC C CH3
Hg /H
2+ +

H2O

HOOC

COOH COOH

KMnO4/H+

H 3C

CH3 CH3

H2SO4 (16%)

CH3 C CH3 O

23