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Cas Database |
| Name |
4-Chloro-1,2-diaminobenzene |
EINECS | 202-456-8 |
| CAS No. | 95-83-0 | Density | 1.345 g/cm3 |
| PSA | 52.04000 | LogP | 2.66680 |
| Solubility | 16 g/L (20 °C) in water | Melting Point |
70-75 °C |
| Formula | C6H7ClN2 | Boiling Point | 300.2 °C at 760 mmHg |
| Molecular Weight | 142.588 | Flash Point | 135.4 °C |
| Transport Information | UN 2811 | Appearance | brown crystalline solid or powder |
| Safety | 26-36/37 | Risk Codes | 36/37/38-40 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
o-Phenylenediamine,4-chloro- (6CI,7CI,8CI);1,2-Diamino-4-chlorobenzene;2-Amino-4-chloroaniline;2-Amino-4-chlorobenzenamine;2-Amino-5-chloroaniline;3,4-Diamino-1-chlorobenzene;3,4-Diaminochlorobenzene;3-Chloro-1,6-phenylenediamine;4-Chloro-1,2-benzenediamine; |
Article Data | 93 |
4-Chloro-1,2-diaminobenzene Synthetic route
| Conditions | Yield |
|---|---|
| With samarium; 1,1’-di-n-octyl-4,4’-bipyridinium dibromide In methanol at 20℃; for 5.5h; | 99% |
| With iron(III)-acetylacetonate; hydrazine hydrate In methanol at 150℃; for 0.133333h; Microwave irradiation; chemoselective reaction; | 98% |
| With palladium/alumina; hydrogen In ethanol at 125℃; for 8h; Flow reactor; | 96% |
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; C16H18Cl2N4O2Pd In water at 27℃; for 0.25h; | 99% |
| With hydrogenchloride; tin | |
| With sodium tetrahydroborate In water at 20℃; for 40h; |
| Conditions | Yield |
|---|---|
| With hydrogen at 130℃; under 750.075 Torr; for 6h; chemoselective reaction; | 99% |
| With iron(III)-acetylacetonate; hydrazine hydrate In methanol under 25502.6 Torr; chemoselective reaction; | 98% |
| With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 20℃; for 0.0833333h; | 93% |
- 17348-69-5
5-chlorobenzofurazan-1-oxide
- 95-83-0
4-Chloro-1,2-phenylenediamine
| Conditions | Yield |
|---|---|
| With Saccharomyces cerevisiae BY In methanol at 20℃; for 6.5h; pH=7.0; aq. buffer; Enzymatic reaction; | 90% |
| With ammonium sulfate; magnesium In methanol Ambient temperature; | 85% |
| Conditions | Yield |
|---|---|
| With methanol; samarium diiodide In tetrahydrofuran at 20℃; for 0.25h; | 82% |
A
- 893397-17-6
3,5-di-tert-butyl-2-methoxyaniline
B
- 95-83-0
4-Chloro-1,2-phenylenediamine
C
- 271788-60-4
2-[3,5-bis(1,1-dimethylethyl)-2-methoxyphenyl]-5-chloro-2H-benzotriazole
| Conditions | Yield |
|---|---|
| With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis; | A n/a B n/a C 1% D 79% |
| Conditions | Yield |
|---|---|
| With samarium; iodine; ammonium chloride In tetrahydrofuran; water at 20℃; for 6h; Reduction; | A 74% B 14% |
A
- 893397-17-6
3,5-di-tert-butyl-2-methoxyaniline
B
- 95-83-0
4-Chloro-1,2-phenylenediamine
C
- 271788-60-4
2-[3,5-bis(1,1-dimethylethyl)-2-methoxyphenyl]-5-chloro-2H-benzotriazole
| Conditions | Yield |
|---|---|
| With sodium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Cyclization; Electrolysis; | A n/a B n/a C 63% |
A
- 893397-17-6
3,5-di-tert-butyl-2-methoxyaniline
B
- 95-83-0
4-Chloro-1,2-phenylenediamine
C
- 271788-60-4
2-[3,5-bis(1,1-dimethylethyl)-2-methoxyphenyl]-5-chloro-2H-benzotriazole
| Conditions | Yield |
|---|---|
| With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis; | A n/a B n/a C 12% D 60% |
| With sodium hydroxide; lithium perchlorate In tetrahydrofuran; water at 20℃; Cyclization; Electrolysis; | A n/a B n/a C 45% D 28% |
- 52184-29-9
2-nitro-4-chloro-2'-hydroxy-3',5'-di-tert-butylazobenzene
A
- 95-83-0
4-Chloro-1,2-phenylenediamine
B
- 1643-39-6
2-amino-4,6-di-tertbutylphenol
C
- 3864-99-1
2-(5'-chloro-2'H-benzotriazol-2'-yl)-4,6-di-tert-butylphenol
| Conditions | Yield |
|---|---|
| With 2-bromo-2-nitropropane; zinc In methanol; dichloromethane for 4h; Ambient temperature; | A n/a B n/a C 88 % Chromat. |
4-Chloro-1,2-diaminobenzene Chemical Properties
IUPAC Name: 4-Chlorobenzene-1,2-diamine
Synonyms of 4-Chloro-1,2-diaminobenzene (CAS NO.95-83-0): 1,2-Benzenediamine, 4-chloro- ; 4-Chlorbenzol-1,2-diamin ; 4-Chloro-1,2-benzenediamine ; 4-Chloro-1,2-diaminobenzene ; 4-Chlorobenzene-1,2-diamine
Molecular Structure : 
Molecular Formula: C6H7ClN2
Molecular Weight : 142.59
CAS NO: 95-83-0
EINECS : 202-456-8
H bond acceptors: 2
H bond donors: 4
Freely Rotating Bonds: 2
Polar Surface Area: 6.48 Å2
Molar Refractivity: 39.62 cm3
Molar Volume: 105.9 cm3
Index of Refraction:1.67
Surface Tension: 59.9 dyne/cm
Density: 1.345 g/cm3
Flash Point: 135.4 °C
Enthalpy of Vaporization: 54.03 kJ/mol
Boiling Point: 300.2 °C at 760 mmHg
Vapour Pressure: 0.00114 mmHg at 25°C
Melting point : 70-75°C
Water solubility : 16 g/L (20°C)
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Appearance: 4-Chloro-1,2-diaminobenzene (CAS NO.95-83-0) is brown crystalline solid or powder.
SMILES: Clc1cc(N)c(N)cc1
InChI: InChI=1/C6H7ClN2/c7-4-1-2-5(8)6(9)3-4/h1-3H,8-9H2
InChIKey: BXIXXXYDDJVHDL-UHFFFAOYAR
Std. InChI: InChI=1S/C6H7ClN2/c7-4-1-2-5(8)6(9)3-4/h1-3H,8-9H2
Std. InChIKey: BXIXXXYDDJVHDL-UHFFFAOYSA-N
4-Chloro-1,2-diaminobenzene Production
Raw materials :Etanol-->Sodium hydroxide-->Diethyl ether-->Stannous chloride dihydrate-->5-Chloro-2-nitroaniline
Preparation Products :Vat Brown 5R
4-Chloro-1,2-diaminobenzene Toxicity Data With Reference
| 1. | mma-sat 10 µg/plate | ENMUDM Environmental Mutagenesis. 7 (Suppl 5)(1985),1. | ||
| 2. | mma-esc 1 mg/plate | ENMUDM Environmental Mutagenesis. 7 (Suppl 5)(1985),1. | ||
| 3. | dnd-hmn:fbr 50 µmol/L | MUREAV Mutation Research. 127 (1984),107. | ||
| 4. | cyt-mus-ipr 100 mg/kg | ENMUDM Environmental Mutagenesis. 8 (Suppl 6)(1986),53. | ||
| 5. | orl-rat TDLo:135 g/kg/77 W-C:CAR | CRNGDP Carcinogenesis. 1 (1980),495. |
4-Chloro-1,2-diaminobenzene Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 , 1982,p. 81.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 27 , 1982,p. 81.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-63 ,1978. . Reported in EPA TSCA Inventory.
4-Chloro-1,2-diaminobenzene Safety Profile
Hazard Codes: 
Xn
Risk Statements: 36/37/38-40
R36/37/38: Irritating to eyes, respiratory system and skin.
R40: Limited evidence of a carcinogenic effect.
Safety Statements: 26-36/37
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
RIDADR: 2811
WGK Germany: 3
RTECS: SS8850000
F: 8
Hazard Note: Irritant
4-Chloro-1,2-diaminobenzene Specification
1.Air & Water Reactions: 4-Chloro-1,2-diaminobenzene may be sensitive to prolonged exposure to air and light. Insoluble in water.
2.Reactivity Profile : 4-Chloro-1,2-diaminobenzene (CAS NO.95-83-0) is incompatible with strong oxidizers. 4-Chloro-1,2-diaminobenzene reacts with alpha-ketoacids to form quinoxalones.
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