o-Phenylenediamine supplier

Name
o-Phenylenediamine
EINECS 202-430-6
CAS No. 95-54-5
Article Data373
CAS DataBase
Density 1.15 g/cm³
Solubility water: <0.1 g/100 mL at 20 °C
Melting Point 99-102 °C
Formula C₆H₈N₂
Boiling Point 257 °C at 760 mmHg
Molecular Weight 108.143
Flash Point 124.9 °C
Transport Information UN 1673 6.1/PG 3
Appearance brown yellow, red brown or brown crystals
Safety 28-36/37-45-60-61-1/2
Risk Codes 20/21-25-36-40-43-50/53-68
Molecular Structure
Hazard Symbols T,N
Synonyms o-Phenylenediamine(8CI);1,2-Diaminobenzene;1,2-Phenylenediamine;2-Aminoaniline;C.I. 76010;C.I. Oxidation Base 16;IK 3;IK 3 (amine);NSC 5354;Orthamine;o-Aminoaniline;o-Aminophenylamine;o-Benzenediamine;
PSA 52.04000
LogP 2.01340

Synthetic route

: 88-74-4
2-nitro-aniline

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With hydrazine hydrate at 90℃; for 1.16667h; chemoselective reaction;	100%
With hydrazine hydrate In ethanol; water at 80℃; for 3h; chemoselective reaction;	100%
With sodium tetrahydroborate In water for 0.116667h; Kinetics; Catalytic behavior; Reagent/catalyst;	100%

: 34801-09-7
N-(2-aminophenyl)acetamide

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Reagent/catalyst; Cooling with ice;	99.98%

: 528-29-0
1,2-Dinitrobenzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;	99%
With sodium tetrahydroborate In water at 90℃;	99%
With hydrazine hydrate In ethanol at 20℃; for 4h; chemoselective reaction;	98%

: 583-53-9
1,2-dibromobenzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h;	99%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;	92%
With ammonium hydroxide In water at 20℃; for 12h; Green chemistry;	92%
With ammonia; water; copper(II) sulfate at 180 - 190℃;
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube;	100 %Spectr.

: 1005-07-8
o-azidoaniline

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With ammonium chloride; zinc In ethanol; water at 20℃;	98%

: 1635-61-6
5-chloro-2-nitroaniline

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	97%
With palladium on activated charcoal; hydrogen In ethanol; ethyl acetate at 20℃; under 760.051 Torr; for 5h;

: 5228-61-5
5-bromo-2-nitroaniline

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	96%

: 480-96-6
benzofurazan oxide

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction;	95%
With ammonium sulfate; sodium tetrahydroborate In ethanol for 0.583333h; Ambient temperature;	86%
With ammonium sulfate; magnesium In methanol Ambient temperature;	80%

: 273-13-2, 22706-22-5
benzo[1,2,5]thiadiazole

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With sodium tetrahydroborate; cobalt(II) chloride In ethanol for 3h; Heating;	95%
With methanol; samarium diiodide In tetrahydrofuran at 20℃; for 0.25h;	88%

: 583-55-1
1-Bromo-2-iodobenzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube; chemoselective reaction;	95%
Multi-step reaction with 2 steps 1: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 45 °C / Inert atmosphere; Sealed tube 2: copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia / water / 48 h / 80 °C / Inert atmosphere; Sealed tube View Scheme

: 615-43-0
2-iodophenylamine

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 36h; liquid NH3;	94%
With 8-quinolinol; caesium carbonate; nickel dichloride for 0.216667h; Microwave irradiation;	36%
With ammonium hydroxide; copper(l) iodide; 1,10-Phenanthroline; sodium carbonate at 100℃; for 10h;	34%

: 615-42-9
1,2-Diiodobenzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;	94%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 110℃; for 14h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;	92%

: 2479-64-3
2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With silver nitrate; triethylamine In ethanol; water at 80℃; for 0.5h; Schlenk technique;	93%

: 95-50-1
1,2-dichloro-benzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With ammonium hydroxide; 1,10-Phenanthroline; copper(I) bromide at 150℃; under 45004.5 Torr; for 1h; Reagent/catalyst; Temperature; Pressure; Autoclave;	90.6%
With ammonia; 2Pd(2+)*2C16H14N2O2(2-) In ethylene glycol at 160℃; under 1500.15 Torr; for 10h; Autoclave; Inert atmosphere;	80%
With copper(l) iodide; ammonia; triphenylphosphine at 85 - 100℃; under 37503.8 - 45004.5 Torr; for 10h; Pressure; Autoclave;	2%
With ammonia; copper; copper dichloride at 150℃;
With ammonium hydroxide; potassium phosphate; Cu0.18Bi0.88O0.88I1.06 In ethanol; water at 80℃; for 20h; Inert atmosphere; Green chemistry;	100 %Chromat.

: 5570-18-3
2-aminophenylboronic acid

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With potassium carbonate; ammonium hydroxide In methanol at 60℃; for 13h;	89%

: 610-40-2
3,4-dinitro-chlorobenzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;	89%

: 29530-39-0
1-(2-nitrobenzene)-2-phenyldiazene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With formic acid; zinc In methanol at 20℃; for 24h; Inert atmosphere;	88%

: 29530-48-1
2-Nitro-2'-methoxy-5'-methyl-azobenzol

A: 95-54-5
1,2-diamino-benzene

B: 120-71-8
Cresidine

C: 2-[2-methoxy-5-methylphenyl]-1-oxido-2H-benzotriazole

Conditions

Conditions	Yield
With lithium perchlorate In methanol; dichloromethane at 20℃; Cyclization; Electrolysis;	A n/a B n/a C 83%

...Expand

: 3-(2-aminophenylamino)-N,N-dimethylpropionamide

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With Imidazole hydrochloride at 150℃; for 4h;	83%
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;	82%

: 1448-87-9
2-chloroquinoxaline

: 98-86-2
acetophenone

A: 37052-98-5
2-phenylfuro<2,3-b>quinoxaline

B: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 24h;	A 82% B n/a

...Expand

: 22706-01-0
(2-amino-phenyl)carbamic acid benzyl ester

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;	81%

: 3-(2-aminophenylamino)-N,N-diethylpropionamide

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With Imidazole hydrochloride In neat (no solvent) at 150℃; for 4h; Schlenk technique;	81%

: 93142-62-2
2,2,2',2'-Tetramethyl-N,N'-(phen-1,2-ylen)bis

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With hydrogenchloride at 70℃; for 12h; Inert atmosphere;	80%

: 1516-58-1
o-azidonitrobenzene

A: 88-74-4
2-nitro-aniline

B: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
Stage #1: o-azidonitrobenzene With hydrazine hydrate for 0.166667h; Inert atmosphere; Stage #2: for 4h; Irradiation;	A 20% B 80%

: 528-29-0
1,2-Dinitrobenzene

A: 88-74-4
2-nitro-aniline

B: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
Stage #1: 1,2-Dinitrobenzene With sodium tetrahydroborate In water at 20℃; for 0.25h; Inert atmosphere; Green chemistry; Stage #2: In water at 20℃; for 0.75h; Inert atmosphere; Green chemistry;	A 78% B 15%
With sodium tetrahydroborate; water at 0 - 20℃; for 24h;	A 24% B 53%
With titanium dioxide In ethanol for 1.5h; Irradiation; Green chemistry;	A 55 %Chromat. B 30 %Chromat.

: 615-36-1
2-bromoaniline

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction;	72%
With ammonia; palladium diacetate; sodium t-butanolate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;	89 %Chromat.

: 99-65-0
meta-dinitrobenzene

A: 95-54-5
1,2-diamino-benzene

B: 99-09-2
3-nitro-aniline

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen In isopropyl alcohol at 82.85℃; for 3h;	A 16% B 71%

: 88-65-3
2-bromobenzoic-acid

A: 118-92-3
anthranilic acid

B: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 120℃; for 16h; Sealed tube;	A 71% B 21%

: 49633-28-5
1,2-bis-(p-methylphenylsulfonamido)-benzene

: 95-54-5
1,2-diamino-benzene

Conditions

Conditions	Yield
With perchloric acid; acetic acid for 1h; Heating;	70%

: 2213-63-0
2,3-dichloroquinoxaline

: 95-54-5
1,2-diamino-benzene

: 531-46-4, 55977-58-7
5,12-dihydroquinoxalino[2,3-b]quinoxaline

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Reflux;	100%
Heating;	95.7%
With sodium chloride at 120 - 130℃;
With ethylene glycol

: 61066-33-9, 61066-34-0, 61066-35-1, 61127-23-9
pyrimidine-2,4,5,6(1H,3H)-tetraone

: 95-54-5
1,2-diamino-benzene

: 6275-81-6
N-carbamoyl-3-oxo-3,4-dihydroquinoxaline-2-carboxamide

Conditions

Conditions	Yield
With water at 20℃; for 1h; Product distribution; Further Variations:; Temperatures; solid-state reaction;	100%
In water at 80℃; for 1h;	75%
With water
In water at 20℃; for 10h;	0.228 g

: 91-56-5
indole-2,3-dione

: 95-54-5
1,2-diamino-benzene

: 243-59-4
indophenazine

Conditions

Conditions	Yield
In 1,4-dioxane for 0.25h; Heating;	100%
In acetic acid for 0.1h; Microwave irradiation;	97%
With acetic acid Sealed tube; Microwave irradiation;	95%

: 492-94-4
furil

: 95-54-5
1,2-diamino-benzene

: 57490-73-0
2,3-di-furan-2-yl-quinoxaline

Conditions

Conditions	Yield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;	100%
With silica supported 12-tungstophosphoric acid nanoparticles In ethyl acetate at 20℃; for 0.00416667h;	99%
at 120℃; for 0.666667h; Green chemistry;	99%

: 144-62-7
oxalic acid

: 95-54-5
1,2-diamino-benzene

: 15804-19-0
quinoxaline-2,3-dione

Conditions

Conditions	Yield
at 150℃; for 8h; Product distribution; Further Variations:; Temperatures; solid-state reaction;	100%
With water for 0.05h; microwave irradiation;	99%
With hydrogenchloride In water at 100℃; for 0.333333h;	98%

: 104-88-1
4-chlorobenzaldehyde

: 95-54-5
1,2-diamino-benzene

: 1019-85-8
2-(4-chlorophenyl)benzimidazole

Conditions

Conditions	Yield
With sodium hydrogensulfite In N,N-dimethyl acetamide at 100℃; for 2h;	100%
With copper(II) particles immobilized on nanosilica thiolated dendritic polymer In ethyl acetate at 50℃; for 0.25h; Catalytic behavior; Solvent; Temperature; Time; Reagent/catalyst;	100%
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 0.1h; Microwave irradiation;	99%

: 103-72-0
phenyl isothiocyanate

: 95-54-5
1,2-diamino-benzene

: 50521-79-4
N1,N2-bis[N-phenylthiocarbamoyl]-1,2-diaminobenzene

Conditions

Conditions	Yield
In methanol for 3h;	100%
In methanol for 3h;	99%
With ethanol

: 120-80-9
benzene-1,2-diol

: 95-54-5
1,2-diamino-benzene

: 92-82-0
Phenazin

Conditions

Conditions	Yield
In water at 210℃; for 0.25h; Microwave irradiation;	100%
at 200℃;
at 200 - 210℃; in geschlossenen Rohr;
With potassium dichromate; acetic acid for 24h; Reflux;

: 3457-46-3
4,4'-dichlorobenzil

: 95-54-5
1,2-diamino-benzene

: 138476-26-3
2,3-bis(4-chlorophenyl)quinoxaline

Conditions

Conditions	Yield
With gallium(III) triflate In ethanol at 20℃; for 0.166667h;	100%
With amberlyst-15 In water at 70℃; for 0.2h;	99%
With magnesium hydrogen sulfate In ethanol at 20℃; for 0.25h;	98%

: 431-03-8
dimethylglyoxal

: 95-54-5
1,2-diamino-benzene

: 2379-55-7
2,3-dimethylquinoxaline

Conditions

Conditions	Yield
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;	100%
With amberlyst-15 In water at 70℃; for 0.3h;	99%
With silica-supported stannous chloride In methanol at 20℃; for 0.0333333h;	99%

: 83-72-7
2-Hydroxy-1,4-naphthoquinone

: 95-54-5
1,2-diamino-benzene

: 2089-82-9
benzo[a]phenazin-5-ol

Conditions

Conditions	Yield
at 70℃; for 0.25h; Product distribution; Further Variations:; Temperatures; solid-state reaction;	100%
With 1,4-diaza-bicyclo[2.2.2]octane In ethanol	91%
With acetic acid at 20℃; for 24h;	88%

: 95-54-5
1,2-diamino-benzene

: 134-81-6
benzil

: 1684-14-6
2,3-diphenylquinoxaline

Conditions

Conditions	Yield
With gallium(III) triflate In acetonitrile at 20℃; for 0.0833333h; Reactivity; Solvent; Time; Concentration;	100%
With PEG-400 at 110℃; for 0.166667h; Neat (no solvent);	100%
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;	100%

: 95-54-5
1,2-diamino-benzene

: 76-05-1
trifluoroacetic acid

: 312-73-2
2-Trifluoromethylbenzimidazole

Conditions

Conditions	Yield
for 4h; Reflux;	100%
at 70℃; for 16h;	99%
at 70℃; for 0.5h; Microwave irradiation;	99.9%

: 95-54-5
1,2-diamino-benzene

: 98-80-6
phenylboronic acid

: 2479-64-3
2-phenyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

Conditions

Conditions	Yield
at 40℃; for 1h;	100%
In toluene for 2h; Reflux;	92%
In toluene stirring mixt. of diamine deriv. and phenylboric acid in toluene for 2 hat reflux; filtration, washing with petroleum ether, NMR;	92%

: 498-94-2
isonipecotic acid

: 95-54-5
1,2-diamino-benzene

: 38385-95-4
2-(4-piperidinyl)-1H-benzimidazole

Conditions

Conditions	Yield
Stage #1: isonipecotic acid; 1,2-diamino-benzene at 190℃; for 14h; Stage #2: isonipecotic acid; 1,2-diamino-benzene With phosphoric acid	100%
With PPA at 100℃; for 2h;	92%
With PPA at 180℃; for 2h;	85%

: 122-51-0
orthoformic acid triethyl ester

: 95-54-5
1,2-diamino-benzene

: 51-17-2
benzoimidazole

Conditions

Conditions	Yield
Stage #1: orthoformic acid triethyl ester at 20℃; for 0.25h; Stage #2: 1,2-diamino-benzene at 20℃; for 3h;	100%
With aminosulfonic acid In methanol at 20℃; for 1h;	98%
iodine In acetonitrile at 20℃; for 0.25h;	98%

: 120-92-3
cyclopentanone

: 95-54-5
1,2-diamino-benzene

: 41526-78-7
2,3-cyclopentano-3,4-dihydro-5H-4-spirocyclopentano-1,5-benzodiazepine

Conditions

Conditions	Yield
With mesoporous aluminosilicate MCM-41(14) at 100℃; for 1h;	100%
With ytterbium(III) triflate at 20℃; for 4h;	99%
With octadecafluorodecahydronaphthalene (cis+trans) at 60℃; for 2h;	99%

: 617-35-6
2-oxo-propionic acid ethyl ester

: 95-54-5
1,2-diamino-benzene

: 14003-34-0
3-methyl-2-oxo-1,2-dihydroquinoxaline

Conditions

Conditions	Yield
In ethanol for 4h; Heating;	100%
In ethanol at 20℃; for 4h;	100%
In butan-1-ol for 1h; Reflux;	97%

: 116-15-4
perfluoropropylene

: 95-54-5
1,2-diamino-benzene

: 41185-74-4
2-(α-hydro-tetrafluoroethyl)benzimidazole

Conditions

Conditions	Yield
With potassium fluoride In N,N-dimethyl-formamide	100%
With diethylamine In ethyl acetate at 7 - 12℃; for 1.25 - 2.5h;	85%
In ethyl acetate at 75℃; under 3000.3 - 9750.98 Torr; for 18h; Solvent; Autoclave;	75%

: 71105-17-4
phenylene-1,2-diisothiocyanate

: 95-54-5
1,2-diamino-benzene

: 75644-27-8
1-(2-aminoanilino-thiocarbonyl)-benzimidazolidine-2-thione

Conditions

Conditions	Yield
for 1h; Solid phase reaction; cyclization; addition;	100%
In cyclohexane for 2h; Ambient temperature;	83%

: 113416-34-5
4-p-bromobenzoyl-5-methoxycarbonyl-1-phenyl-2,3-dihydro-2,3-pyrroledione

: 95-54-5
1,2-diamino-benzene

: 120642-38-8
N-phenyl-3-p-bromobenzoyl-4-methoxycarbonyl-3H-1,5-benzodiazepine-2-carboxamide

Conditions

Conditions	Yield
In chloroform for 0.166667h; Ambient temperature;	100%

: 56429-60-8
2-ethyl-4-oxo-1,3-benzoxazinium perchlorate

: 95-54-5
1,2-diamino-benzene

A: 138118-62-4
2-Ethyl-1H-benzoimidazole; compound with perchloric acid

B: 65-45-2
salicylamide

Conditions

Conditions	Yield
at 100℃; for 0.0833333h;	A 100% B n/a

...Expand

: 73733-70-7
ethyl 4-isothiocyanato-1-piperidinecarboxylate

: 95-54-5
1,2-diamino-benzene

: 73733-81-0
ethyl 4-{[(2-aminophenyl)aminothioxomethyl]amino}-1-piperidinecarboxylate

Conditions

Conditions	Yield
In ethanol Ambient temperature;	100%
In ethanol
In ethanol at 20℃;

: 95-54-5
1,2-diamino-benzene

: 762-42-5
dimethyl acetylenedicarboxylate

: 53700-46-2
(Z)-methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene)acetate

Conditions

Conditions	Yield
at 20℃; for 0.0166667h; Michael addition;	100%
for 0.0833333h; microwave irradiation;	90%
In methanol Heating;
at 20℃; for 0.0833333h; Milling;

: 95-54-5
1,2-diamino-benzene

: 129533-41-1
2-ethoxy-carbonylmethyl-4H-3,1-benzoxazin-4-one

: 2-(2'-carboxyphenylamino)-3,4,5-trihydro-1,5-benzdiazepin-4(1H)-one

Conditions

Conditions	Yield
In diethyl ether for 0.5h; Ambient temperature;	100%

: 95-54-5
1,2-diamino-benzene

: 161868-74-2
1,1-dichloro-5-aza-2,8-dioxa-1-phosphaV-dibenzo<9,9',11,11'-tetra-tert-butyl>-bicyclo<3.3.0>octadiene

: C34H46N3O2P

Conditions

Conditions	Yield
In benzene for 24h; Ambient temperature;	100%

o-Phenylenediamine Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

o-Phenylenediamine Standards and Recommendations

ACGIH TLV: TWA 0.1 mg/m³; Animal Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD

o-Phenylenediamine Specification

o-Phenylenediamine, with the CAS NO.95-54-5, has the synonyms of 1,2-Benzenediamine; 1,2-Diaminobenzene; C.I. 76010; C.I. Oxidation base 16; Orthamine. o-Phenylenediamine is an organic compound with the formula C₆H₄(NH₂)₂. It condenses with ketones and aldehydes to give rise to a variety of useful products. Condensation of substituted o-phenylenediamine with various diketones is used in the preparation of a variety of pharmaceuticals.

Physical properties about o-Phenylenediamine are: (1)ACD/LogP: 0.052; (2)ACD/LogD (pH 5.5): 0.02; (3)ACD/LogD (pH 7.4): 0.05; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 23.31; (7)ACD/KOC (pH 7.4): 25.41; (8)#H bond acceptors: 2 ; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.66; (12)Molar Refractivity: 34.725 cm³; (13)Molar Volume: 93.994 cm³; (14)Polarizability: 13.766 10-24cm³; (15)Surface Tension: 57.5979995727539 dyne/cm; (16)Density: 1.15 g/cm³; (17)Flash Point: 124.929 °C; (18)Enthalpy of Vaporization: 49.454 kJ/mol; (19)Boiling Point: 256.999 °C at 760 mmHg; (20)Vapour Pressure: 0.0149999996647239 mmHg at 25°C

Preparation of o-Phenylenediamine: Most commonly 2-nitrochlorobenzene is treated with ammonia, and the resulting 2-aminonitrobenzene is then hydrogenated:
ClC₆H₄NO₂ + 2 NH₃ → H₂NC₆H₄NO₂+ NH₄Cl
H₂NC₆H₄NO₂+ 3 H₂ → H₂NC₆H₄NH₂+ 2 H₂O

When you are using this chemical, please be cautious about it as the following:
1. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. This material and/or its container must be disposed of as hazardous waste;
5. Avoid release to the environment. Refer to special instructions safety data sheet;
6. Keep locked up and out of the reach of children;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2;
(2)InChIKey=GEYOCULIXLDCMW-UHFFFAOYSA-N;
(3)Smilesc1(c(cccc1)N)N;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
bird - wild	LD50	oral	133mg/kg (133mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
cat	LDLo	oral	250mg/kg (250mg/kg)		"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1214, 1991.
guinea pig	LD50	oral	360mg/kg (360mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988.
guinea pig	LD50	unreported	360mg/kg (360mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 73, 1986.
mouse	LC50	inhalation	> 91mg/m3/4H (91mg/m3)		"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1214, 1991.
mouse	LD50	intraperitoneal	245mg/kg (245mg/kg)		National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse	LD50	oral	366mg/kg (366mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988.
mouse	LD50	subcutaneous	450mg/kg (450mg/kg)		Kyushu Journal of Medical Science. Vol. 13, Pg. 175, 1962.
mouse	LD50	unreported	336mg/kg (336mg/kg)		Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(6), Pg. 78, 1985.
rabbit	LDLo	skin	1500mg/kg (1500mg/kg)	KIDNEY, URETER, AND BLADDER: HEMATURIA GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: ATAXIA	National Technical Information Service. Vol. OTS0571626,
rat	LC50	inhalation	1873mg/m3 (1873mg/m3)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 73, 1986.
rat	LD50	intraperitoneal	516mg/kg (516mg/kg)		Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977.
rat	LD50	oral	510mg/kg (510mg/kg)	AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS	Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(9), Pg. 50, 1988.
rat	LD50	skin	> 5gm/kg (5000mg/kg)		"Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 1214, 1991.
rat	LD50	unreported	660mg/kg (660mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(1), Pg. 73, 1986.

Product Name

o-Phenylenediamine

Synthetic route

o-Phenylenediamine Consensus Reports

o-Phenylenediamine Standards and Recommendations

o-Phenylenediamine Specification

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