TỔNG ÔN TÁC NHÂN HỮU CƠ 1-2

1. ANKAN
1 14000C 8 H2
CH4 But-2-en
0
Ni, t
2 Cr2O3 9 NaOH
Propan Natriacetat
t0C CaO, t0
3 ? 10 COONa
NaOH
C2H5Br C6H5CH(CH3)C2H5
CaO, t0

4 diên phân dung dich 11 diên phân dung dich

Natriacetat COOK

5 Cl2 (1:1) 12 Cr2O3

Isobutan Propan
t0 t0

6 Cracking 13 HNO3 (1:1)

Propan Isobutan
t0 t0

7 Cl2 (1:1) 14 H2
Propen But-2-yn
0
t0 Ni, t

2. ANKEN
1 H2 11 H2SO4
But-1-yn But-1-ol
Pd, CaCO3 1700C

2 KOH/alcol 12 Zn
2-cloropropan 1,2-diclopropan
t 0C t0C
Br HCl
3 KOH/alcol 13 propen
t 0C

4 O3 14 HClO
propen
(Cl2/H2O)

5 KMnO4 dac 15 KMnO4 loãng

propen
H2O

6 HBr 16 HCl
CF3-CH=CH2 CH2=CH-CHO

7 HBr 17 CH3COOOH
Styren CH2=CH-CH3
Peroxyd

1
8 18 H2SO4
1. O3 Styren
2. H2O
9 Al2O3 19 Br2/CCl4
But-2-en
HO t 0C

10 20 NBS
1. O3 But-2-en
2. Zn/CH3COOH

3. ANKADIEN – ANKYN
1 Al2O3, MgO 11 HCl du
C2H5OH Pent-2-yn
t0C

2 CH2=CH-CHO 12 H2
But-2-yn
t 0C H2/Ni, t0C
COOH KMnO4 loãng
3 t0C
13 But-2-yn
+

COOH

4 t0C 14 Br2 (du)

+ But-1-yn

O
5 15 3-methyl but-1-yn
HBr/peroxyd
t 0C
+ O

6 Br2 (1:1) 16 KOH/alcol

1,3-dicloropropan
0
(40 C)

7 Br2 (1:1) 17 NaNH2

But-1-yn
0
(-20 C)

8 H2O 18 AgNO3/NH3
But-1-yn But-1-yn
2+ +
Hg /H
9 NH4Cl, CuCl 19 H2O
Acetylen Acetylen
2+ +
Hg /H
10 H 2O 20 C hoat tinh
Canxicarbua Acetylen
6000C

2
1 NaOH t 0C KMnO4
Natri isobutanoat A B C
CaO,t0 Cracking H2O

2 Al2O3 O3 H2O
Butan-1-ol A B C+D
5000C
OH
3
H2SO4 dac Br2 (1:1) KCN
A B C
1700C 4500C
C 2H 5

4 Br2 (1:1) Cl2

NaOH t0C, xt
n-C3H7COONa A B C D
CaO, t0C -H2 hv

5 dpdd Br2 (1:1) Na HNO3

CH3COONa A B C D
hv ether

6 KOH/alcol KNH2 CH3Cl KMnO4 loãng

C2H5CHCl2 A B C

7 CuCl H2 HBr(1:1) KMnO4 loãng

Ethyn A B C D
NH4Cl Pd/CaCO3, t0C
8 Br2 NaOH/C2H5OH HCl(1:2) NaOH du
But-1-en A B C D
Peroxyd
9 H2 HCl HCCK 1. NaNH2
Acetylen A B C D
0
Pd,CaCO3, t C 2. C2H5Cl

4. AREN
1 C hoat tinh 16 Cl2 (1;1)
propyn Cumen
6000C AlCl3, t0C

2 H2SO4 dac 17 Br2 (1:1)

Ethylbenzen 3-nitroCumen
Fe, t0C
3 H2 18 HNO3(1:1)
Styren Ethylbenzen
0
Ni, t C H2SO4
4 C2H5Cl 19 HNO3(1:2)
Clorobenzen Ethylbenzen
Na/ether khan H2SO4
5 Cl2 (1:1) 20 Br2 (1:1)
Cumen Toluen
t 0C Fe, t0C
6 NBS (1:1) 21 Zn(Hg)/HCl
Cumen Acetophenon
t0C

7 C2H5Cl 22 Acetylclorid
Benzen Toluen
AlCl3, t0C AlCl3, t0C
3
8 (CH3CO)2O 23 Cl2 askt
Cumen Benzen
AlCl3, t0C
O2 CF3
9 Benzen
24
V2O5, 4000C CH3Cl

AlCl3, t0C

CH3COCl SO3H
10 Benzen 25
AlCl3, t0C H 2O

H+, t0C

11 HCl 26 H2
Styren
15000C, 10atm

12 O3 27 Br2 (1:1)
Benzen 4-nitrotoluen
Fe, t0C
13 KMnO4, t0C 28 KMnO4
Toluen Toluen
H+
14 HBr/peroxyd 29 NH2-NH2
Styren Ethyl phenyl ceton
OH-
3S, t0C C(CH3)3
15 30 KMnO4

H+
H 3C

1 C (CH3CO)2O HNO3 (1:1) Br2

Acetylen A B C D
6000C AlCl3, t0C H2SO4 Fe, t0C
2 CH2=CH-CH3 HNO3 (1:1) KMnO4 Br2
Benzen A B C D
H3PO4 H2SO4 H2SO4 Fe, t0C
3 CH3CH(OH)CH3 Cl2 (1:1) KOH Br2
Benzaldehid A B C D
H3PO4 hv C2H5OH Peroxyd
4 Cl2 Br2 (1:1) KOH Cl2/H2O
Cumen A B C D
Fe, t0C hv C2H5OH
5 (CH3CO)2O Cl2 (1:1) NH2-NH2 HNO3
Benzen A B C D
AlCl3, t0C Fe, t0C OH - H2SO4, t0C

6 CH3COCl Zn/HCl CH3Cl + Na KMnO4

CloroBenzen A B C D
AlCl3, t0C H2SO4

4
 5. DẪN CHẤT HALOGEN
1 Br2 (1:1) 14 NaOH
n-Pentan n-C3H7Cl
t0 t0

2 2 HBr 15 CH3ONa
But-2-yn n-C3H7Cl
3 Cl2 (1:1) 16 CH3MgCl
Pent-2-en
t0
Br
4 NBS 17 CH3CCNa
Ethylbenzen
Peroxyd
Br
N+
5 N Cl- KBF4 18 NaOH, p, t0
Clorobenzen

N+ Br
6 N Cl- CuCl 19 NaOH, p, t0

O 2N
+ NO2
N
7 N Cl - CuBr 20
Br
H2O, t0

O 2N NO2

8 HBr 21 KOH/alcol
OH

t0 Cl
O 2N

N+ NO2
9 N Cl - 22
KI
Br
CH3ONa
O 2N

O 2N NO2

10 OH PCl5 23 KOH/alcol

Br
11 OH SOCl2 24 Cl C2H5Cl
Na, t0

12 PCl5 25 Cl Mg, ether khan

CH3CHO

5
13 NaI 26 Zn/HCl
Ethylbromid
C2H5Cl

6. HỢP CHẤT CƠ MAGNESI

1 H2O 10 CH3COCl
C2H5MgCl C6H5MgCl
(2:1)
2 CO2 11 MgCl (CH3CO)2O
MgBr
(1:2)

3 HCHO 12 CH3COOC2H5
MgBr
CH3MgBr
(1:1)
4 Aceton 13 C2H5OH
MgBr

MgBr
5 CH3Cl 14 CH3COOC2H5
MgBr
CH3MgBr
(1:2)
6 Propyn
15 MgCl Ethylenoxyd

MgBr
7 MgCl CH3COOH 16 MgCl CH3NH2

8 MgCl CH3COCl 17 MgCl (CH3CO)2O

(1:1) (1:1)

9 CH3CN 18 1. Mg/ ether khan

2. CO2
MgCl 3. H2O

1 H 2O
Cl2 (1:1) Mg CH3CHO
A B C D
t0 ether khan t0 t0

2 1. O
PCl5
HCl Mg
Propen A B C D
Peoxyd ether khan 2. H2O
3 Mg CH3Cl KMnO4
HBr
Styren A B C D
ether khan

6
4 KOH/alcol NaNH2 C2H5Cl H2O
CH3CH2CHCl2 A B C D
2+ 0
Hg /H2SO4; t
5 NBS KCN H2/Ni C2H5Cl
Toluen A B C D
t0 (1:1)
6 NH4Cl/CuCl H2 Propenal NaBH4
Acetylen A B C D
t0 Pd/CaCO3, t0 t0

7. ALCOL - PHENOL
1 OH 30 OH

SOCl2 CH3COCl dư

OH OH
2 31 OH
H3C PCl5
CH3 CH3COCl
HO
AlCl3/t°

3 32 OH
1. NaBH4
Benzaldehid
2. H3O+ H2SO4

15-20°C

4 CH2 33 OH
H2/Ni t°
H3C
CHCl3
CH3
O NaOH, t°

5 34 OH
H2O
Benzyl bromid Br2
NaOH
CS2 , 0°C

6 CH3 35 OH
1. CH3MgCl/ ether
HNO3
O
2. H2O loãng

CH3
7 H3C CH3 36 OH

1. O2 (NaHCO3) (CH3)2CHCl

2. H3O+ AlCl3

7
8 HO 37 OH

(CH3CO)2O dư HNO3 đặc

OH
9 Na/EtOH 38 OH
Ethyl propanoat
C6H5N2Cl

10 H3C 39 K
KMnO4/H+ O

H3C OH CO2

t°, p

11 OH 40 OH
O S O
HCHO
+
KMnO4/H
H+

CH3
12 41 OH
CH3COCl
Alcol benzylic
FeCl3

13 Ethanol 42 CH3
Propan-2-ol O O
H2SO4 140°C

1. CH3MgCl (1:2)

2. H2O

14 CH3 43 O
HI dư
H3C H2O/H+

H3C
H3C
15 44 O
1. LiAlH4 Na CH2=CHCH2I
Propyl benzoat
2. H2O

Cl
16 45
1. LiAlH4 OH Na dư
Acid benzoic
2. H2O

OH

8
17 O 47 O
1. LiAlH4 200°C
H3C
CH3 2. H2O
H2C H2C

18 OH 48 OH
H2SO4 (CH3CO)2O
H3C
CH3 170°C
H3C
H3C
19 CH3 49 –
Al2O3 O OH O
+ +
N N –
OH t° O O PCl5
H3C

+
– N
O O
20 50 OH
KMnO4/H+
(CH3)2SO4
OH
+ O
N
–
O
21 HO 51 OH

CH3COOH Br2/ H2O

OH

CH3
22 OH 52 OH
H3C K2Cr2O7/H2SO4
HNO3 loãng

H3C

22 OH 53 OH
H3C HBr/t°
NH3

H3C

23 OH 54 OH
O S O
H2SO4

NaOH rắn 100°C

nung chảy
CH3
24 55 OH
SO3Na
NaNO2
NaOH rắn

nung chảy H2SO4

CH3

9
25 CH3 56 Na
O

NaOH rắn CO2

nung chảy t°, p

Br
26 57 OH
+ N HSO4-
N
HCHO
H2O/t°
OH-

Br
27 Na 29 OH
O
H2/Ni
(CH3)2SO4
t°, p

Cl
28 OH

NaOH dư

OH

1 CH3COCl NH2-NH2 Cl2 hν KOH

A B C D
AlCl3 OH- EtONa

2 CH3 Br2/t° 1. CO2 1. CH3OH/ H+

Mg/ether
H2C A B C D
1:1 2. H3O+ 2. CH3MgCl (1:1)

3 CH3

NBS Mg/ether 1. epoxyd Na2Cr2O4

A B C D
Peroxyd 2. H3O+ H+

4 CH3

Cl2 (1:1) HOCl CH3COONa

NaOH/EtOH
A B C D
hν

5 Cl2 (1:1) 1. CH3COCl (2:1) CH3COCl

Mg/ether
Isobutan A B C D
hν 2. H3O+

10
6 NaNH2 butan-2-on H3O+ CH3COOH
Acetylen A B C D
7 CH3MgCl 1. C2H5CN 1. LiAlH4
Propyn A B C
2. H3O+ 2. H3O+

H2/Ni

D
8 1. p-CH3C6H4MgCl Al2O3/t° KMnO4
CuO/t°
Butan-2-ol A B C D
2. H3O+ H+

9 O Na
NaOH Cr2O3 500°C NBS CH3NH2 (1:1)
A B C D
H3C O CaO, t° Peroxyd
CH3
10 Cl2 CH3I i - C3H7OH KMnO4
NaOH
Benzen A B C D E
FeCl3, t° t°, p H3PO4 H2SO4 t°

11 H2SO4 NaOH rắn (CH3)2SO4 CH2=CHCH2Cl

Phenol A B C D
15-20°C t°, p AlCl3

12 Cl
KOH CO2 H3O+ Br2/H2O
A B C D
t°, p t°, p

13 HBr (1:1) C2H5ONa Br2/H2O

HI (1:1)
Ethyn A B C D
14 H2SO4 đặc (C2H5CO)2O Br2 (1:1) H2O
Phenol A B C D
100°C đun nóng
15 NaOH rắn CH2=CHCH2Cl 200°C 1. NaOH
Acid benzosulfonic A B C D
nung chảy 2. CH3I

ANDEHID-CETON
1 Cl 21 O
H2 AgNO3/NH3
H3C
Pd/BaSO4 CH3
O
2 22 O Cl
Mg CH3COCl

Cl LiAlH[O-C(CH3)3]3

11
3 23 Br
(HCOO)2Ca
(CH3COO)2Ca CH3COCl
t°
AlCl3,t°

4 CH2 24 HCOOH
CH3COOH
MnO2,t°
1. O3

2. H2O

5 OH 25 NaOH
C6H5CHCl2

Cu/ t°

6 CH 26 1. SnCl2 , HCl
CH3CN
2. H3O+
H2O

Hg2+, H+

7 O CH3 MnO2/t° 27 CH3COOC2H5 (1:1)

H3C C2H5MgCl
O
8 t° 28 Ethylenglycol
(CH3COO)2Ca Acetandehid
H+

9 1. CH3MgCl 29 H3C CH3NH2

H3C
N 2. H3O+ H+
O
10 30 H3C
NH2NHCONH2
Acetaldehid Cu(OH)2
H+
OH-
O
11 H3C 31
NaHSO3 CH3OH (1:2)
O Acetaldehid
H3C H+

12 O 32 HCN
Aceton
H CH3MgCl

13 O 33 Cu/t°
Zn(Hg)/HCl Propan-2-ol
H3C CH3

12
14 O 34 O
NH2NH2
1. NaBH4
H3C H H+ CH3

2. H2O

15 O 35 O
NH2OH

H+ CH3 CH3OH (1:1)

H3C H
H+

16 O 36 O
C6H5NHNH2
H3C 1. CH3NH2
H H+ H

2. H2/ Ni

17 O 37 O
Cl2/ OH-
H2/Ni
H3C H
p,t°

18 O 38 O
Br2 (1:1)
NH2NH2
H3C
CH3 H Fe/t°
OH-

19 O 20 O
Cl2/OH-

H KOH CH3 CH3

1 H2O 1. CH3MgCl Al2O3,t° HCl

But-2-yn A B C D
Hg2+ ,H+ 2. H3O+

2 HCN 2H2O C2H5OH 1. LiAlH4 KMnO4

But-2-on A B C D E
OH- H2SO4 2. H2O H2SO4 t°

3 NaNH2 H2O
cyclohexanon HCl
Acetylen A B C D
Hg2+, H+

4 NaOH O3 C2H5NH2 H2
2-clorobutan A B C D
EtOH (CH3)2S H+ pd,t°

5 H3C C6H5MgCl 1. NaBH4 C2H5I

Na
O A B C D
Cl Et2O 2. H3O+

13
6 1. C2H5MgCl
H3C Zn(Hg)/HCl đặc Cl2 (1:1) Mg/Et2O 1. CO2
A B C D E
N 2. H3O+ 2. H2O

7 t° H2/Ni HCl 1. Mg
(CH3COO)2Ca A B C D
2. C6H5CH2Cl

ACID CARBOXYLIC VÀ DẪN CHẤT

1 O 28
KOH H3C H2O (1:2)
H3C
O CaO, t° H+
H3C N
K
H3C
2 Br2 29 DPDD
C2H5COOAg C2H5COONa

3 O 30 t°
OH (C2H5COO)2Ca
Br2 (1:1)
H3C
P
CH3
4 O 31 O
H3C OH H2O2 OH Br2 (1:1)
H3C
CH3
5 O 32 Mg 1. CO2
Br
O H2O/ H+ 2. H2O
H3C

6 H3C 33 H3C KMnO4

1. O3 CH3
CH3 H+
H3C
2. H2O
H3C
7 H3C 34 OH

H2O/H+ O SeO2
O
HO CH3
8 O 35 CH3
H3C H CH3 KMnO4
AgNO3/NH3
H+
O
H

14
9 C2H5MgCl 36 HBr
Acid but-2-enoic
C6H5COCl
10 Alcol benzylic 37 H3C
CH3COOH
C6H5COCl HO
P2O5,t°
O
11 + 38 H3C
H2O/H KMnO4
C2H5CONHCH3 HO
H2SO4
O
12 C2H5NH2 39 H3C OH KMnO4
C6H5COCl
t°
CH3
13 H3C O 40 NaOH
KMnO4 C6H5COOCH2C6H5
H+
O
14 O OH 41 C2H5MgCl (1:1)
C6H5COCl
C6H5CH2OH

H+

15 O Cl 42 H2O/H+
(C2H5CO)2O
H2O

H+

16 43 O
(CH3)2NH
(CH3CO)2O
H2
Cl
Pd/BaSO4

17 SOCl2 44 CH3NH2
C6H5CH2COOH CH3COOCH3

18 CH3NH2 45 1. LiAlH4
CH2=CHCH2CH2COOH O
t° 2. H2O
OH
19 46 CH3
KMnO4 Cumen
CH3CH=CH2COOH O
loãng AlCl3
Cl
20 HCOONa 47 CyClohexanol
C2H5COCl (CH3CO)2O

15
21 H3C N H2O (1:1) 48 PCl5
acid benzoic
H+
H3C
22 O 49 H3C
KCN
O
NH2 t° Cl
NH2

O
23 O O t° 50 Methoxy benzen
(C2H5CO)O
H3C HO AlCl3,t°

24 51 O
1. LiAlH4
C6H5CONHCH3 CH3
2. H2O O CH3MgBr

1:2
25 O 52 O 1. LiAlH4
CH3MgBr (1:1) CH3
O H3C O 2. H+
CH3
26 53 O
P2O5, t°
C6H5CONH2
NH2 Br2/NaOH

t°
H3C
27 O 54 H3C
t° CH3COOH
O
O
H2N HO MnO2, t°
NH2

1 HBr KCN H2O dư CH3NH2

H2C
A B C D
CH3 peroxyd t°
2 H3C NH3 CH3CHO H2/Ni CH3OH/H+
A B C D
t°, p
HO
O
3 CH3
Ca(OH)2 t° HCN H2O/H+
HO
A B C D
O
4 H3C I2/P PCl5 NaOH O2/Cu Phenylhydrazin
A B C D E
1:1
HO
O

16
5 CH3Cl (1:1) KMnO4 SOCl2 (CH3)2NH
A B C D
AlCl3 H+

6 H2N
Aceton H2/Ni CH3OH NH2OH
O
A B C D
H+
HO
7 Cl
1. KCN SOCl2 NH3 Br2/NaOH
CH3
A B C D
2. H2O/H+

8 CH2 HBr SOCl2 NH3 P2O5/t°

HO A B C D
O
9 CH2 HBr H2O PCl5
KCN
H3C A B C D
peroxyd
10 CH3Cl [O] CH3OH NH2-NH2
A B C D
AlCl3 KMnO4 t°

11 O
HCN 2H2O C2H5OH NH3 P2O5
H3C A B C D E
CH3 OH- H2SO4 t°

12 O Ca(OH)2 t° HCN 2H2O

HO A B C D
CH3 H+

13
CH3 KMnO4/H+ SOCl2 CH3NH2 Na/C2H5OH
A B C D

14 CH3

CH3 1. O2 , NaHCO3 NaOH (1:1) CO2 CH3Cl (1:1)

A B C D
2. H+ p,t°

AMIN
1 18 NH2
NH2 NaNO2/HCl NaNO2/HCl

0-5°C
CH3
2 CH3 19 NH
C6H5SO2Cl CH3
(CH3CO)2O

NH2 CH3

17
3 20 NH
LiAlH4 CH3
C6H5CONH2 CH3MgCl

CH3
4 CH3 21 H3C C2H5Cl dư
CH3COCl
NH2
NH2 H3C
5 O 22 H3C CHCl3/KOH
+
N –
NH2
O Fe/HCl

+
– N
O O
6 O 23 CH3NH2

NH2 NaOBr OH

7 H3C H2/Ni 24 H2O2

+ NH
N
H3C CH
8 25 NH2
O (CH3)2NH H2SO4 (1:1)

H2/Ni
CH3
9 H3C 26 NH2
CH3COOH H2SO4

180°C
H2N
10 NH 27 NH2
CH3 HNO3 (1:1) FeCl3

O H2SO4
CH3
11 28 NH2
CH3NH2 CH3COCl

O H2/Ni

12 29 NH
NH NaNO2/HCl CH3 HNO3 (1:1)
O H2SO4
H3C
13 CH3 30
NaNO2/HCl NH2 H2O2
N
CH3
14 CH3 31 NH2
Cl2 (1:1)
Br2
NH2 Na2CO3

18
15 32 NH2
CH3 H2O2 CH3COOH
N
t°
CH3
16 H3C 33 O
C2H5Cl (1: 2)
CH3
NH2 LiAlH4
H2N

17 H3C H2/Ni 34

N CH3

1 Br2 Cl2
KOH/ancol NH3 (1:2)
Propan A B C D
hν
2 NH3/t° Br2/NaOH HNO2 1. Cu/O2
Acid propanoic A B C D
2. Zn(Hg)/HCl
3 NH3 NaNO2/HCl
t° CH3I (1:1)
Acid propenoic A B C D
t°,p - CO2 0-5°C

4 NH3 H2 CH3COCl
C2H5Br (1:1)
3-ethyl Benzaldehid A B C D
Pt
5 KMnO4/H+ 1. SOCl2 Br2/OH- Br2
Toluen A B C D
2. NH3

6 HO O NH (1:2), t° P2O5, t° H2/Ni CH3CHO (1:2)

3
A B C D
t°,p
O OH
O
(CH3)2NH 1. LiAlH4/ether HNO3/H2SO4 H2/Pt
A B C D
t° 2. H2O 1:1 p,t°
Cl

7
8 KMnO4, t° HNO3 (1:2) NH4HS (CH3CO)2O 1. Br2/Fe
CH3 A B C D E
H2SO4 2. H2O

DỊ VÒNG
1 HNO3 18 HI
S
(CH3CO)2O

19
2 19 H3C
CH3COCl 3S
O
AlCl3
–
3 N FeCl3 20 O H
+ N CHCl3/KOH
N
H2O
O

4 O SO3/pyridin 21 Br
S H2SO4
CH3

5 22 H
C6H5Li N H2/Ni
N t°

6 H 23 H
N C2H5MgBr N HNO3

(CH3CO)2O

7 S 24 S
Na(Hg)/ Ethanol H3C I2

HgO

8 S 25 H
Br Br2
N SO3

pyridin

9 S 26 H
HCl
N C6H5N2Cl
F
HCHO

10 H 27 N
H2O2
N
NaOH

11 H3C
O HNO3 28 O CH3MgCl

12 N 29 N
H2; Pt HCl

13 NaNO2/HCl 30 Br2 (1:1)

NH2
t°

14 O 31 N
CH3Li CH3I

15 O 32 Cl2

OH KMnO4 t°
+
H
N
20
16 O H2/Ni 33 S (CH3CO)2O

< 170°C AlCl3

17 N 34
NaNH2 HCl
t° N
N
H

1 CH3MgCl 1.CO2 t° 1. C2H5OH/H+

Pyrol A B C D
2. H3O+ 2. CH3NH2

2 NaOH CH3COCl t° CH3NH2

Pyrol A B C D
3 KMnO4 SOCl2 NH3 P2O5
β-Picolin A B Nicotiamid D
4 KMnO4 SOCl2 NH2NH2
γ-Picolin A B isoniazid

5 H
N
Ag(NH3)2OH C2H5OH/H+ I2
O A B C
HgO

6 N
HNO3 1. Sn/HCl NaNO2/HCl 1. CuCN
A B C D
H2SO4 2. OH- 0-5°C 2. H2O/H+

CHUỖI TỔNG HỢP

1 H3C
KOH/ancol KNH2 CH3Cl H2/Ni
Cl A B C D
Cl
2 1. NaNO2/H2SO4 ( 0- 5°C)
1. 1400°C LLN 1. HNO3 (1:1)/H2SO4 2. 50-80°C 1. NH3, H2,t°
CH4 A B C D
2. C 600°C 3. CHCl3/NaOH, H2O 70°C
2. Na2S 2. CH3COCl (1:2)

3 (CH3CO) 2O CH3CO-COCH3
HNO3 (1:1)/H 2SO4 Na2S
H3C NH2 A B C D

4 CH3
Cl2 hν KCN 1. LiAlH4 HNO2
H3C A C D
B
CH3 2. H2O

5 O
Aceton H2/Ni CH3OH/H+ NH2OH
A B C D
H2N HO t°

21
6 KMnO4/H+ CH3NH2 t° 1. LiAlH4
H3C
A B C D
HO 2. H2O

7 O

NH4Cl/KCN H2O CH3COCl 1. H2/Pd

A B C D
H+ 2. t° (-CO2)

8 Cl2 hν Cl2/Fe
H3C 1. Mg/ether khan Zn(Hg)/HCl
A B C D
CH3 2. C6H5CON(CH3)2 1:1

9 CH3
(CH3CO)2O NH2-NH2/OH- KMnO4 1. LiAlH4
A B C D
CH3 AlCl3 H2SO4 2. H+

10 1. C6H5MgCl (1:1) C2H5OK

H3C NaOH NBS
A B C D
O 2. H3O+ EtONa

11 (HCOO)2Ca 1. LiAlH4 1. PBr3 1. CO2

(CH2=CHCH2COO)2Ca A B C D
t° 2. H+ 2. Mg/ether khan 2. H2O

12 Cl2 (1:1) H2O/OH- 1. H2/Ni

1. CuO/t°
Butan A B C D
hν 2. H2NCH3 2. H2O2

13 HBr H2O K2Cr2O7 Semicarbazid

But-1-en A B C D
KOH H2SO4

14 Butan-2-on H2/Ni 1. CH3OH/H2SO4 1. Br2/NaOH

Acid 3-amino propanoic A B C D
t° 2. NH3/t° 2. CHCl3,KOH

15 [O] 1.PCl5 1. Br2 + NaOH N,N-dimethylanilin

Toluen A B C D
KMnO4 2. NH3 2. NaNO2/HCl
0-5°C

16 Br
KCN 1.H2O (1:1)/H+ CHCl3/KOH 1. 4[H]
H3C A C
B D
CH3 2. Na/C2H5OH 2. H2O2

17 O

HNO3 (1:1) Fe/HCl NaNO2/HCl KCN/CuCN

OH A C D
B
H2SO4 0-5°C

22
18 1. NaNO2/HCl
NH2
(CH3CO)2O HNO3(1:1) HCl 0-5°C
A B C D
H2SO4 2. NaNO2/Cu

CH3
19 OH
H2/Pd NaNO2/H2SO4 1. H2O,t° 1. CH3NH2 (1:1)
A B C D
+ O 0-5°C 2. CH3COCl/AlCl3 (1:1) 2. H2/Pt
N p,t°
–
O

20
1. HNO3/H2SO4 (1:2) 1.NaNO2/HCl 0-5°C 1. Fe/HCl H2O,t°
A B D
2. (NH4)2S 2.KI 2. NaNO2/H2SO4 0-5°C

o-Clorophenol

21 CH3
1. Br2/Fe Sn/HCl NaNO2/H2SO4 N-Ethyl-N,3-dimethylanilin
A B C D
2. HNO3/H2SO4 (1:1) 0-5°C

22 CuO/t° 1.NH3 CH3Cl (1:2)

KMnO4/H2O
Acid but-2-enoic A B C D
2. NaBH4

23 1. Cl2/H2O 1.NH3/Fe,t° 1.NaOH,p,t°

CH3 1. Br2,hν
A B C D
2.NaOH/EtOH 2. KCN 2. H2O (1:2) 2.HNO3/H2SO4
3.t°

24
Fe/HCl OH- 1. HCHO HNO2
A B C D
H2N 2.H2/Ni

25 1. C2H5OH/H+ 1. Br2/P 1. Cl2/hν CH3COCl

D C Acid butanoic A B
2. HNO2 2. NH3 (-HCl) 2.NH3 (-HCl)

26 CH3 1. CH3I (1:1)/AlCl3,t° 1. KMnO4/H+ H2/Ni,t°

NaOBr
A C D
B
2.HNO3 (1:1)/H2SO4, 50°C 2. NH3,t°
+
27 CH3 CH3 N
A 1. Fe/HCl C N KCN/CuCN
– B Cl - D
O + 2. OH-
N H3C

23
28 CH3 O CH3 CH3
1. Fe/HCl B K2Cr2O7, H2SO4 HCl,H2O
–
A C D
O +
2.OH- H2O,t°
N N

O
29 O Br Br
+ +
N N
O
– H2/Pd Br2 C N HSO4- D
A B
1:3
Br Br Br Br
30 O

1. LiAlH(OC(CH3)3)3
OH SOCl2 HCN 1. H2O (1:2)
A B C D
2.H3O+ 2.H+
Br
31

BÀI TẬP CƠ SỞ HÓA HỮU CƠ II

IX7 B C
A
C6H5COOH (C6H5CO)2O C6H5COOC2H5 C6H5CONHNH2

D
E F
C6H5COCl C6H5CHO C6H5CH3
IX17 CH3MgBr 1.CO2 H2O, HgSO4 KMnO4
Axetylen A B C CH2(COOH)2
2.H+

IX18 Br
Mg 1.Etilen oxyd 1. PBr3 H2SO4 SOCl2
A B C D E
THF 2.H+ 2. NaCN t°

IX55 H2SO4/SO3 1.KOH/t° 1. H2/Ni,t° 1.KOH/C2H5OH 1. CH3MgI

Acid p-toluic A B C D E
2.H+ 2. HBr 2. C2H5OH/H2SO4 2. H+

NaOCH(COOC2H5)2 2H2O t°
H3C
A B C
Cl H+

ThO2,t° HCN H2O

CH3COOH A B C
IX58 1. H2O/H+
KCN dư 1. HBr dư 1.H2O/H+ 1. C2H5ONa
Br(CH2)3Br A B C D E
2. LiAlH4 2. KCN 2. C2H5OH/H2SO4 2. H2O/H+ (-CO2)

LiAlH4 dư

CH2N2 H2SO4 dư
H G F

24
IX82 OH OH
1.A H+ (CH3CO)2O CH3OH/H+
C D E
2.B O

OH
IX91 O O
F F
CH3COCl/AlCl3 C2H5OCOC2H5 HC(OC2H5)3 O
A B
NaH C2H5ONa
Cl Cl Cl Cl O CH3

H3C

NH2
1. OH-,t° -HCl
E(C13H9ClFNO3) D (C15H13ClFNO3) C (C15H14Cl2FNO3)
2. H+
NH
HN

O O

F
O
CH3
N N CH3
HN

IX95 CH3
O CH3 dd Brom dd NaOH
A B+ C
1:1 t°
O
X21 HCl HCl Cu(CN)2- 1.LiAlH4
C6H5-N=N-OK A B C D
2.H2O
CH3

HNO3/H2SO4 1.KMnO4,t° Fe/HCl p-ONC6H4COOC2H5

A B C F
1:1 2. C2H5Cl

X33 Br
KCN C2H5OH/Na CHCl3/NaOH [H]
H3C A B C D
CH3
CH3
HNO2 1.HBr SOCl2 CH3NH2
H3C A B C D
NH2 2.KCN

25
 H3C HBr 1.Mg/ether KOH NH2OH
OH A B C D
2.HC(OC2H5)3
Na/C2H5OH

E (C4H9CH2NH2)
OH
Na2Cr2O7 HNO3,t° 1.SOCl2 NaOBr
A B C D
H2SO4, t° 2.NH3

X41 H3C CH3

Na2Cr2O7/H2SO4 p - NO2C6H4CHO 2,4-dinitrophenylhydrazin
A B C
OH t° C2H5OH/KOH C2H5OH/HCl

Na/Toluen ClCH2COOH CH3OH/H2SO4,t° NH2NH2

D E F G
Toluen C2H5OH
CH3 p - CH3OC6H4CHO
Toluen,t°

H
X45 NaNO2/HCl Cu2Cl2,t° HNO3 KMnO4/HCl
o-Toluidin A B C D
0-5°C H2SO4

CH3COCl HNO3 (1:1) OH- NaNO2/HCl NaNO2/NaHCO3

anilin A B C D E
H2SO4 0-5°C Cu2O

X48 –
O O
+ +
N N
O O
O N O O
+ + + +
– H2N N – N N HO N
– –
A O B O C O

D
Biết CTPT (J): C9H13ON
O

1.H+/H2O HO NH2
CH3I (1:1) Zn(Hg)/HCl (CH3CO)2O
J I H G F
2.OH-

X66 CH3 O
+
N –
O 1. SnCl2/HCl ClCH2COCl (C2H5)2NH HCl
- A B C D
2. OH
CH3
O

NH2 t° KOH C2H5Br NH2NH2

A B C D
NH2

O
26
27
 MỘT SỐ CÂU HỎI KHÁC TRONG ĐỀ THI
Đề K7001

Đề K7202

K7102

Đề K6904

28
Đề K6703

TỔNG HỢP HỮU CƠ

Đề K6802

Đề K6905

Đề K7102

Đề K7203

29
30