Aren
23
1 HYDROCARBON THÔM
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Transcript of Aren
1
HYDROCARBON THÔM
2
1. Goïi teân
CH3
CH3 Br
SO2Cl CHCl2
CH3
CH3CH3
m-xylen1,3-
dimethylbenzen
3-bromobenzensulfoclorid
benzaldichlorid
1,2,4-trimethylbenzen
CH3
C
CH3
CH2 CH3
COOH
NO2HOCl
Acid 4-chloro-3-hydroxy-5-nitroxybenzoic
Tert-pentylbenzen2-methyl-2-phenylbutan
3
1.
OH
CH3
SO3H
Acid o-toluensulfonic
β-naphthol
CH2O CH3C
ClCl
Cl O
CH2 CH2
1 2 3 4 51'
2'3'
4' 5'6'
1-(2’,4’,5’-trichlorophenoxy)-2-pentanon
CH
Cl
chlorodiphenylmethan
CH2
CHCH2CH
CH2
7-allyl-1-vinylnaphthalen
4
1.
NO2
NH2
NH2
C C
OHCH3CH2
CH2CH3
HO
H3C
H3C
CH3CH3
2’,4-diamino-3-nitrodiphenyl
p-phenyldiphenylacetylen
(E)-3,4-di-(4’-hydroxyphenyl)-3-hexen
Ù1,2,6,7-tetramethylantracen
5
2. Vieát coâng thöùc caáu taïo:
CH3H3C H3C CH(CH3)2
ClClCl
p-xylen
p-xymen
antracen
1,2,7-trichloronaphtalen
CH3
CH3H3CCH CH2
mesitylen
styren
C Cl
Br
Br
Trityl chlorid
9,10-dibromoantracen
6
CH CH2 ClCl
H3C SO2NH2 CH(CH3)2
2.
tritylchlorid
Di-(p-chlorophenyl)methan
p-toluensulfonamid
cumen
7
3. Goïi teân caùc goác
C6H5 C6H5CH2
(C6H5)2CH (C6H5)3C
C6H5CH C6H5C
phenyl
benzyl
diphenylmethyl
triphenylmethyl
trityl
benzal (benzyliden)
Benzo (benzylidyn)
8
4. Söûa choã sai caùch goïi teân. Vieát CTCT
O2N
NO2
NO2
NH2
NO2
Cl
CH3
CH3
C2H5
C4H9
1,3,5-trinitrobenzen
1-chloro-2,4-dimethylbenzen
2-nitroanilin
ClCH2 CH CH3
Cl 1-chloro-2-(2’-chloropropyl)benzen
1-butyl-4-ethylbenzen
9
5. Cô cheá phaûn öùng chlor hoùa toluen, xt aùs vaø xt FeCl3.
10
6. Phaân bieät baèng pöù hoùa hoïc
CH3(CH2)4CH3
Cho pöù vôùi Br2 coù xtaùc Fe: chæ coù benzen laøm maát maøu brom
H2O/NaOHCH2Br CH2OHHCl/ZnCl2 CH2Cl
Br H2O/NaOH OH FeCl3 phöùc maøu tím
a.
b.
bromobenzen
benzylbromid
c.H2O/NaOHCH2Cl CH2OH
HCl/ZnCl2 CH2Cl
H2O/NaOHCHCl2 CHO NCH NHNHH2N
benzylchlorid
benzalchlorid
11
8. Vieát ñp cuûa C7H8, C8H10. Nhöõng ñp naøo khi [o] thì taïo acid benzoic
CH3
CH3 C2H5CH3
CH3
CH3
CH3
CH3
C2H5
CH3
[O]
COOH
C7H8
C8H1
0
12
9. Ñieàu cheá a. Ethylbenzen töø acetylen vaø caùc chaát voâ cô
b. 2,,6-dinitro-1-methyl-3-methoxy-4-tert-butylbenzen töø ether methylic cuûa m-cresol
CH3
OCH3
(CH3)3C-Cl
AlCl3
CH3
OCH3C(CH3)3
CH3
OCH3C(CH3)3
2HNO3/H2SO4NO2O2N
HC CH H2C CH2H2
Pd/BaSO4
HC CH3C
600OC
H+C2H5
13
10. Vò trí theá SE cuûa caùc hôïp chaát sau
CH(CH3)2 COCH3 Br CCl3
OHCOOCH3
NO2
CH3
CH(CH3)2
CH3
COOHOCOCH3
OMe
F
Cl
N(CH3)2 Cl
CH3 CH3
OMe
14
11. Töø benzen vaø caùc chaát caàn thieát khaùc ñieàu cheáa. n-butylbenzen
ClCH3CH2CH2C
O
AlCl3C
O
CH2CH2CH3Zn Hg/HCl
C4H9
b. o-nitroanilin
NO2
NO2
Fe/HCl (CH3CO)2O
NHCOCH3
H2SO4
HNO3/H2SO4
HNO3/H2SO4
SO3H
NHCOCH3
SO3H
NHCOCH3
H2O/H+
tO
NH2
NH2
NO2
15
11.c. m-dichlorbenzen
NO2
NO2
2 Fe/HClHNO3/H2SO4
NH2
NH2
NaNO2/HCl
05 C0 N2Cl
N2Cl+
+
Cl
HCl/CuCl
Cl
Hoaëc:
HNO3/H2SO4 Cl2/Fe
NO2
Fe/HCl
NH2
NaNO2/HCl50 0C
N2+Cl
Cl
ClHCl/CuCl
Cl
NO2
Cl
Cl
16
12. Saép xeáp caùc hôïp chaát sau theo thöù töï taêng daàn khaû naêng theá hoùa a.
b.
Cl
NO2O2NCl Cl
> >NO2
NO2
NO2
NO2
ClCl
>>
NO2
SO3CH3
SO3CH3
>
Cl
NO2
Cl
COCH3
17
13. Hoaøn thaønh caùc phaûn öùng
a.
b.
c.
d.
+ (CH3CO)2OAlCl3
COCH3
+ CH3COOH
+
CH(CH3)2H+CH3CH CH2
+ Br23CH3 CBr3 + 3HBra's
+AlCl3 CH(CH3)2 +CH3CH2CH2Cl HCl
18
e.
f.
13.
+
CH3
NO2
H2SO4
CH3
NO2
+ H2O
HO3S
CH3
NO2SO3H
+
CH3
H2SO4+ H2O
CH(CH3)2
HNO3
CH3
CH(CH3)2
NO2
19
h.
i.
13.
+AlCl3CH3 HCl HCN+ CH3 CHOg
.
+ AlCl3 + HCl
CH3
CH3
CH3CH2COCl
CH3
CH3
COCH2CH3
+ O2V2O5
400 450 oC
C
C
O
O
O
20
14. Thöïc hieän chuyeån hoùa
AlCl3
C2H5Cl
C2H5
Cl2Fe
KMnO4
COOH
NaOHto, p
Cl
C2H5
Cl
COOH
OH
asFeBr2
Br
CH3 CH3
Br22 H2O2
Br
CHBr2
Br
CHO CHO
OH
NaOHto, p
AlCl3 asCl2CH3I
CH3 CH2Cl
Na CH2 CH2
a.
b.
c.
21
15. Hoaøn thaønh chuyeån hoùa
AlCl3
HNO3
H2SO4
C2H5
KMnO4
COOH
C2H5Br
C2H5
NO2 NO2
a.
b.
AlCl3
COCH3
H+
KMnO4CH3COCl [H]
CHOHCH3 COCH3
Zn/Hg
CH2CH3
A B C
A B C D
22
16. Boå tuùc chuoãi chuyeån hoaù
OH +
CH3 CH3
HNO3H2SO4
Fe/HCl
NO2
(CH3CO)2O
Br2FeBr3
BrH2O/H+
NHCOCH3
CH3
NHCOCH3
CH3
NH2
CH3
NaNO2/HCl
0 50C
NH2
CH3
BrBr
CH3
N ClNBr
CH3
a.
H2O/t0
23
CaC2H2O AgNO3
NH4OHCH3IHC CH3
CH3
CH AgCHC CHC
H2OHg /H+2+
C
O
CH3H2SO4(16%)CH3
CH3
H3CKMnO4/H+COOHHOOC
COOH
16.
b.
