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% |
5-chlorobenzofurazan-1-oxide
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
3,5-di-tert-butyl-2-methoxyaniline
B
4-Chloro-1,2-phenylenediamine
C
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
3,5-di-tert-butyl-2-methoxyaniline
B
4-Chloro-1,2-phenylenediamine
C
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
3,5-di-tert-butyl-2-methoxyaniline
B
4-Chloro-1,2-phenylenediamine
C
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% |
2-nitro-4-chloro-2'-hydroxy-3',5'-di-tert-butylazobenzene
A
4-Chloro-1,2-phenylenediamine
B
2-amino-4,6-di-tertbutylphenol
C
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. |
A
4-Chloro-1,2-phenylenediamine
B
2-amino-4,6-di-tertbutylphenol
C
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 3.5h; Ambient temperature; | A n/a B n/a C 79 % Chromat. |
ethanol
acetic acid
2-(4-chloro-2-nitro-phenylhydrazono)-3-oxo-butyric acid anilide
A
4-Chloro-1,2-phenylenediamine
3,4-dinitro-chlorobenzene
A
5-chloro-2-nitroaniline
B
4-Chloro-1,2-phenylenediamine
C
4-Chloro-2-nitroaniline
Conditions | Yield |
---|---|
With tin(ll) chloride In methanol; water Title compound not separated from byproducts; | A 23.66 % Chromat. B 12.20 % Chromat. C 11.03 % Chromat. |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2SO4 2: H2NNH2.H2O / Raney Ni View Scheme | |
Multi-step reaction with 2 steps 1: aqueous sulfuric acid 2: nickel; ethanol / Hydrogenation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 2.) H2SO4/HNO3 2: H2SO4 3: H2NNH2.H2O / Raney Ni View Scheme |
Conditions | Yield |
---|---|
In diethyl ether |
Conditions | Yield |
---|---|
With stannous chloride In ethanol |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate 2: palladium on activated charcoal; ammonium formate / Reflux View Scheme |
3,4-dinitro-chlorobenzene
A
4-Chloro-1,2-phenylenediamine
B
1,2-diamino-benzene
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrazine hydrate In methanol at 20℃; for 0.0833333h; Overall yield = 90 %; |
Conditions | Yield |
---|---|
With sulfuric acid; water In acetonitrile at 85℃; Kinetics; Reagent/catalyst; Temperature; |
Conditions | Yield |
---|---|
With hydrazine hydrate at 110℃; |
Conditions | Yield |
---|---|
With hydrogenchloride In water for 3h; Reflux; | 100% |
at 110℃; for 4h; | 95% |
With tetrabutyl-ammonium chloride In water; toluene at 160℃; for 0.25h; Microwave irradiation; | 89% |
4-Chloro-1,2-phenylenediamine
dimethylglyoxal
6-chloro-2,3-dimethyl-quinoxaline
Conditions | Yield |
---|---|
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h; | 100% |
With hydrogen fluoride In water at 20℃; for 0.666667h; | 98% |
With 1-methyl-3-(3-trimethoxysilylpropyl)imidazolium hydrogen sulfate immobilized on cellulose In water at 20℃; for 0.05h; Green chemistry; | 98% |
Triethyl orthoacetate
4-Chloro-1,2-phenylenediamine
5-chloro-2-methyl-1H-benzimidazole
Conditions | Yield |
---|---|
With zirconium(IV) chloride In methanol at 20℃; for 3h; | 100% |
With ammonium chloride In ethanol Inert atmosphere; Reflux; Green chemistry; | 96% |
With gallium(III) triflate at 20℃; for 0.416667h; | 86% |
With zirconium(IV) oxychloride octahydrate for 0.116667h; Microwave irradiation; | 84% |
With H-Y-zeolite In ethanol for 10h; Heating; | 74% |
Boc-Aib-OH
(1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
4-Chloro-1,2-phenylenediamine
Conditions | Yield |
---|---|
Stage #1: Boc-Aib-OH; 4-Chloro-1,2-phenylenediamine With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran at 20℃; for 72h; Stage #2: With trifluoroacetic acid In dichloromethane for 2h; Stage #3: (1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid Further stages; | 100% |
Conditions | Yield |
---|---|
In dichloromethane at -10 - 20℃; Overall yield = 85 %; | A 100% B n/a |
Conditions | Yield |
---|---|
In ethanol at 80℃; for 8h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With ZnO-loaded mesoporous silica (KIT-6) (aged at 130 °C and containing 10 wt% ZnO) In methanol at 20℃; for 0.166667h; | 99% |
With sulfated titania (TiO2-SO42-) In ethanol at 20℃; for 0.75h; | 98.5% |
With hydrogen fluoride In water at 20℃; for 0.75h; | 98% |
Conditions | Yield |
---|---|
With K10 Montmorillonite Clay; sodium nitrite In neat (no solvent, solid phase) at 110℃; for 1h; Microwave irradiation; Green chemistry; | 99% |
With tert.-butylnitrite In acetonitrile at 27 - 29℃; for 0.25h; | 97% |
With acetic acid In water at 70 - 80℃; for 0.416667h; | 86% |
Conditions | Yield |
---|---|
With ZnPcOC6F5-APTES(at)SiO2 at 20℃; for 0.416667h; Catalytic behavior; | 99% |
With silica gel-supported sulfuric acid In acetonitrile at 20℃; for 0.833333h; | 94% |
at 26 - 30℃; for 3.5h; Ionic liquid; | 90% |
Conditions | Yield |
---|---|
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry; | 99% |
phenylacetic acid
4-Chloro-1,2-phenylenediamine
2-benzyl-5-chloro-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With hydrogenchloride for 7.5h; Heating; | 98% |
With boric acid In 5,5-dimethyl-1,3-cyclohexadiene for 16h; Reflux; | 65% |
With hydrogenchloride at 150 - 160℃; | |
hydrogenchloride at 110 - 130℃; |
4-Chloro-1,2-phenylenediamine
oxalic acid diethyl ester
6-chloroquinoxaline-2,3(1H,4H)-dione
Conditions | Yield |
---|---|
for 16h; Heating; | 98% |
Reflux; | 96% |
Reflux; | 96% |
benzaldehyde
4-Chloro-1,2-phenylenediamine
5-chloro-2-phenyl-1H-benzimidazole
Conditions | Yield |
---|---|
With oxygen; cobalt(II) hydroxide In ethanol at 20℃; for 4h; | 98% |
With sodium metabisulfite In N,N-dimethyl acetamide at 100℃; for 2h; | 95.8% |
With ferric hydrogen sulphate In ethanol at 20℃; for 0.833333h; chemoselective reaction; | 90% |
4,4'-dibromobenzil
4-Chloro-1,2-phenylenediamine
2,3-bis(4-bromophenyl)-6-chloroquinoxaline
Conditions | Yield |
---|---|
With heteropoly-12-tungstophosphoric acid 40% H3[PW12O40]*12H2O supported on graphitic carbon nitride (g-C3N4) In water at 20℃; for 0.5h; Green chemistry; | 98% |
With titanium silicate In methanol at 20℃; for 1h; | 95% |
With niobium pentachloride In ethanol at 20℃; for 0.05h; | 93% |
With 2-methylenesuccinic acid In water at 20℃; for 1h; Schlenk technique; Green chemistry; | 85% |
1,10-phenanthroline-5,6-dione
4-Chloro-1,2-phenylenediamine
11-chloro-dipyrido[3,2-a:2′,3′-c]phenazine
Conditions | Yield |
---|---|
With sulfated titania (TiO2-SO42-) In ethanol at 20℃; for 0.166667h; | 98% |
With sulfate loaded TiO2 for 0.05h; Microwave irradiation; Neat (no solvent); | 98% |
With sulfated TiO2-P25 (Degussa titania) for 0.0583333h; Microwave irradiation; Neat (no solvent); | 97% |
Conditions | Yield |
---|---|
With hydrogen fluoride In water at 20℃; for 0.75h; | 98% |
In water at 20℃; for 0.5h; Green chemistry; | 92% |
In water at 20℃; for 1h; | 90% |
With sodium metabisulfite; sodium hydrogen sulfate In water at 70℃; |
1,2-bis(4-fluorophenyl)ethane-1,2-dione
4-Chloro-1,2-phenylenediamine
2,3-bis-(4-fluorophenyl)-6-chloroquinoxaline
Conditions | Yield |
---|---|
With hydrogen fluoride In water at 20℃; for 0.5h; | 98% |
With titanium silicate In methanol at 20℃; for 1h; | 98% |
With sodium bromate; sodium hydrogensulfite In water at 20℃; | 0.48 g |
4-methoxybenzil
4-Chloro-1,2-phenylenediamine
Conditions | Yield |
---|---|
With acetic acid In ethanol at 22 - 25℃; for 1h; Irradiation; | 98% |
4,4'-bis(trifluoromethyl)benzil
4-Chloro-1,2-phenylenediamine
Conditions | Yield |
---|---|
With hydrogen fluoride In water at 20℃; for 0.5h; | 98% |
Conditions | Yield |
---|---|
With sodium metabisulfite In ethanol; water at 20℃; for 2h; | 98% |
With sodium metabisulfite In N,N-dimethyl-formamide for 4h; Reflux; | 85.1% |
thiophene-2-carbaldehyde
4-Chloro-1,2-phenylenediamine
5-chloro-2-(thiophen-2-yl)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With polyamine dendrimer with glycerol initiated polyepichlorohydrin; air In ethanol at 20℃; for 0.05h; | 97% |
With sodium metabisulfite In N,N-dimethyl-formamide at 130℃; for 0.2h; Microwave irradiation; | 67.8% |
With bentonite clay In acetonitrile at 20℃; for 1h; | 64% |
In nitrobenzene | |
With copper diacetate In methanol Heating; |
furfural
4-Chloro-1,2-phenylenediamine
5-Chloro-2-furan-2-yl-1-furan-2-ylmethyl-1H-benzoimidazole
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water for 6h; | 97% |
4-Chloro-1,2-phenylenediamine
dimethyl acetylenedicarboxylate
7-chloro-3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline
Conditions | Yield |
---|---|
In ethanol at 20℃; for 0.5h; | 97% |
In methanol Ambient temperature; | 83.2% |
In 1,4-dioxane Heating; |
furil
4-Chloro-1,2-phenylenediamine
6-chloro-2,3-di(furan-2-yl)-quinoxaline
Conditions | Yield |
---|---|
With gallium(III) triflate In ethanol at 20℃; for 0.166667h; | 97% |
In methanol; acetic acid at 160℃; for 0.0833333h; Irradiation; | 95% |
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.2h; Reagent/catalyst; Time; | 94% |
Conditions | Yield |
---|---|
With zirconium(IV) chloride In methanol at 20℃; for 2h; | 97% |
With silica-supported stannous chloride In methanol at 20℃; for 1h; | 97% |
With silica-supported bismuth(III) chloride In methanol at 20℃; for 1.5h; Catalytic behavior; | 95% |
benzaldehyde
4-Chloro-1,2-phenylenediamine
6‐chloro‐2‐phenyl‐1H-benzoimidazole
Conditions | Yield |
---|---|
With [3-(1-methylimidazolium-3-yl)propane-1-sulfonate]3PW12O40; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 40℃; for 10h; | 97% |
With water extract of onion In ethanol; water at 20℃; for 12h; Green chemistry; | 91% |
With sulfonated graphene oxide (GO-HSO3) In neat (no solvent) at 20℃; for 7h; chemoselective reaction; | 81% |
With AlKIT-5 In acetonitrile for 6h; Reflux; | 80% |
Reflux; | 64% |
aminoiminomethanesulfonic acid
4-Chloro-1,2-phenylenediamine
5-chloro-1H-benzo[d]imidazol-2-amine
Conditions | Yield |
---|---|
at 60℃; | 97% |
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
Raw materials :Etanol-->Sodium hydroxide-->Diethyl ether-->Stannous chloride dihydrate-->5-Chloro-2-nitroaniline
Preparation Products :Vat Brown 5R
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. |
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.
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
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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View