Product Name

  • Name

    4-Nitro-o-phenylenediamine

  • EINECS 202-766-3
  • CAS No. 99-56-9
  • Article Data40
  • CAS DataBase
  • Density 1.446 g/cm3
  • Solubility water: 1.2 g/L (20 °C)
  • Melting Point 199-201 °C(lit.)
  • Formula C6H7N3O2
  • Boiling Point 421.1 °C at 760 mmHg
  • Molecular Weight 153.14
  • Flash Point 208.5 °C
  • Transport Information
  • Appearance Orange-red powder
  • Safety 36/37-45-36-26-22
  • Risk Codes 22-43-68-40-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 99-56-9 (4-Nitro-o-phenylenediamine)
  • Hazard Symbols HarmfulXn
  • Synonyms o-Phenylenediamine,4-nitro- (6CI,7CI,8CI);(2-Amino-4-nitrophenyl)amine;1,2-Diamino-4-nitrobenzene;2-Amino-4-nitroaniline;2-Amino-5-nitroaniline;3,4-Diaminonitrobenzene;4-Nitro-1,2-benzenediamine;4-Nitro-1,2-phenylenediamine;4-Nitro-2-aminoaniline;C.I. 76020;NSC 5378;p-Nitro-o-phenylenediamine;1,2-Benzenediamine,4-nitro-;
  • PSA 97.86000
  • LogP 2.44480

Synthetic route

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol; water at 20℃; for 0.116667h; Sealed tube; Green chemistry; regioselective reaction;99%
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h;72%
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h;72%
2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

A

2-nitro-1,4-phenylenediamine
5307-14-2

2-nitro-1,4-phenylenediamine

B

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 6h;A 3%
B 95%
With ethanol; sodium hydrogensulfite
With ammonium sulfide
5-nitrobenzofuroxan
18771-86-3

5-nitrobenzofuroxan

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction;80%
N-(2,4-dinitrophenyl)hydroxylamine
51348-06-2

N-(2,4-dinitrophenyl)hydroxylamine

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With ammonium sulfide
Multi-step reaction with 2 steps
1: NaOH-solution
2: ammonium sulfide
View Scheme
N-(2,4-dinitrophenyl)-O-methylhydroxylamine
24914-58-7

N-(2,4-dinitrophenyl)-O-methylhydroxylamine

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With ammonium sulfide
ethanol
64-17-5

ethanol

2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

yellow ammonium sulfide

yellow ammonium sulfide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

N-(2,4-dinitrophenyl)hydroxylamine
51348-06-2

N-(2,4-dinitrophenyl)hydroxylamine

ammonium sulfide

ammonium sulfide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

N-(2,4-dinitrophenyl)-O-methylhydroxylamine
24914-58-7

N-(2,4-dinitrophenyl)-O-methylhydroxylamine

ammonium sulfide

ammonium sulfide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

3-methyl-1-phenylpyrrole-2,5-dione
3120-04-5

3-methyl-1-phenylpyrrole-2,5-dione

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3+H2SO4 / man kocht das erhaltene N-<2.4-Dinitro-phenyl>-citraconimid mit verd.Sodaloesung
2: alcoholic ammonium sulfide
View Scheme
2,4-dinitroanisole
119-27-7

2,4-dinitroanisole

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium ethylate; hydroxylamine hydrochloride
2: ammonium sulfide
View Scheme
Multi-step reaction with 3 steps
1: sodium ethylate; hydroxylamine hydrochloride
2: NaOH-solution
3: ammonium sulfide
View Scheme
2,4-dinitrophenyl phenyl ether
2486-07-9

2,4-dinitrophenyl phenyl ether

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium ethylate; hydroxylamine hydrochloride
2: ammonium sulfide
View Scheme
Multi-step reaction with 3 steps
1: sodium ethylate; hydroxylamine hydrochloride
2: NaOH-solution
3: ammonium sulfide
View Scheme
Pt((NH)2C6H3NO2)(P(CH3)(C6H5)2)2
126894-72-2

Pt((NH)2C6H3NO2)(P(CH3)(C6H5)2)2

cis-dichlorobis(methyldiphenylphosphine)platinum(II)
16633-72-0, 53585-56-1, 60103-85-7

cis-dichlorobis(methyldiphenylphosphine)platinum(II)

B

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With HCl In dichloromethane not isolated, monitored by NMR and UV/VIS spectrometry;
Pt((NH)2C6H3NO2)(P(CH3)2C6H5)2
126894-71-1

Pt((NH)2C6H3NO2)(P(CH3)2C6H5)2

cis-[bis(dimethylphenylphosphane)dichlroplatinum(II)]
15393-14-3

cis-[bis(dimethylphenylphosphane)dichlroplatinum(II)]

B

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With HCl In dichloromethane not isolated, monitored by NMR and UV/VIS spectrometry;
Pt((NH)2C6H3NO2)(C6H5)2PCH2CH2P(C6H5)2*0.5CDCl3

Pt((NH)2C6H3NO2)(C6H5)2PCH2CH2P(C6H5)2*0.5CDCl3

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]
83095-83-4, 14647-25-7

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

B

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With HCl In dichloromethane not isolated, monitored by NMR and UV/VIS spectrometry;
Pt((NH)2C6H3NO2)(P(C2H5)3)2
126894-73-3

Pt((NH)2C6H3NO2)(P(C2H5)3)2

cis-dichlorobis(triethylphosphine)platinum(II)
13965-02-1, 14177-93-6, 15692-07-6

cis-dichlorobis(triethylphosphine)platinum(II)

B

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With HCl In dichloromethane not isolated, monitored by NMR and UV/VIS spectrometry;
5-nitro-1H,3H-2,1,3-benzothiadiazole 2,2-dioxide
95309-07-2

5-nitro-1H,3H-2,1,3-benzothiadiazole 2,2-dioxide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With sulfuric acid; water In acetonitrile at 85℃; Kinetics; Reagent/catalyst; Temperature;
2,5-dinitroaniline
619-18-1

2,5-dinitroaniline

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen at 30℃;
4-nitro-aniline
100-01-6

4-nitro-aniline

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dichloromethane
2: sulfuric acid; nitric acid / 1 h / 0 °C
3: sulfuric acid / 2 h / Reflux
4: hydrogen; palladium on activated charcoal / ethyl acetate; methanol / 20 °C
View Scheme
N-(4-Nitrophenyl)acetamide
104-04-1

N-(4-Nitrophenyl)acetamide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / 1 h / 0 °C
2: sulfuric acid / 2 h / Reflux
3: hydrogen; palladium on activated charcoal / ethyl acetate; methanol / 20 °C
View Scheme
2,4-dinitroacetanilide
610-53-7

2,4-dinitroacetanilide

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 2 h / Reflux
2: hydrogen; palladium on activated charcoal / ethyl acetate; methanol / 20 °C
View Scheme
H2NC6H3(Cl)NO2
6283-25-6

H2NC6H3(Cl)NO2

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide at 200℃; for 6.5h; Autoclave; Green chemistry;
2,4-Dinitroanilin
97-02-9

2,4-Dinitroanilin

A

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

B

benzene-1,2,4-triamine
615-71-4

benzene-1,2,4-triamine

Conditions
ConditionsYield
Stage #1: 2,4-Dinitroanilin With hydrazine hydrate In methanol for 0.333333h; Sonication;
Stage #2: In methanol at 25℃; for 1.25h; Irradiation;
benzil
134-81-6

benzil

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

6-nitro-2,3-diphenylquinoxaline
7466-45-7

6-nitro-2,3-diphenylquinoxaline

Conditions
ConditionsYield
at 160℃; for 0.25h;100%
H6P2W18O62 In acetic acid at 20℃; for 0.0833333h;98%
at 120℃; for 0.0583333h; Microwave irradiation;98%
formic acid
64-18-6

formic acid

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

5-nitrobenzimidazole
94-52-0

5-nitrobenzimidazole

Conditions
ConditionsYield
With hydrogenchloride In water for 8h; Reflux;100%
With tetrabutyl-ammonium chloride In water; toluene at 160℃; for 0.2h; Microwave irradiation;90%
With chloro-trimethyl-silane In water; N,N-dimethyl-formamide at 120℃; for 0.2h; Microwave irradiation;90%
dimethylglyoxal
431-03-8

dimethylglyoxal

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2,3-dimethyl-6-nitroquinoxaline
2942-03-2

2,3-dimethyl-6-nitroquinoxaline

Conditions
ConditionsYield
With zirconium(IV) chloride In methanol at 20℃; for 0.0833333h;100%
With zirconium oxide salicylaldehyde-(3-aminopropyl)trimethoxysilane imine complex modified SBA-15 In water for 0.1h; Reflux;99%
With mesoporous silica SBA-15 functionalized with Cu(II)-DiAmSar complex In neat (no solvent) at 100℃; for 0.0833333h;99%
Fmoc-Leu-OH
35661-60-0

Fmoc-Leu-OH

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

(9H-fluoren-9-yl)methyl (S)-(1-((2-amino-5-nitrophenyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

(9H-fluoren-9-yl)methyl (S)-(1-((2-amino-5-nitrophenyl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

Conditions
ConditionsYield
Stage #1: Fmoc-Leu-OH With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20℃; for 0.166667h;
Stage #2: 4-Nitrophenylene-1,2-diamine In tetrahydrofuran at -20 - 20℃; for 4h;
100%
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h;
bromocyane
506-68-3

bromocyane

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-amino-5-nitrobenzimidazole
6232-92-4

2-amino-5-nitrobenzimidazole

Conditions
ConditionsYield
In 1,4-dioxane; water for 28h; Ambient temperature;99%
Stage #1: bromocyane; 4-Nitrophenylene-1,2-diamine In water; acetonitrile for 4h; Reflux;
Stage #2: With ammonium hydroxide In water; acetonitrile
99%
In methanol; water at 50℃; for 1h;94%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

5-nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole
327-19-5

5-nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
at 70℃; for 16h;99%
With triethylamine; triphenylphosphine In tetrachloromethane Heating;78%
1,2-bis(4-fluorophenyl)ethane-1,2-dione
579-39-5

1,2-bis(4-fluorophenyl)ethane-1,2-dione

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2,3-bis(4-fluorophenyl)-6-nitroquinoxaline
350687-58-0

2,3-bis(4-fluorophenyl)-6-nitroquinoxaline

Conditions
ConditionsYield
H6P2W18O62 In acetic acid at 20℃; for 0.0333333h;99%
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.0833333h; Reagent/catalyst; Time;98%
With hydrogen fluoride In water at 20℃; for 0.5h;96%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

N-(2-amino-5-nitrophenyl)-4-bromobenzylamide
866251-94-7

N-(2-amino-5-nitrophenyl)-4-bromobenzylamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at -40 - 20℃;99%
furil
492-94-4

furil

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2,3-di(furan-2-yl)-6-nitroquinoxalyne
100361-46-4

2,3-di(furan-2-yl)-6-nitroquinoxalyne

Conditions
ConditionsYield
In ethanol Reflux;99%
at 120℃; for 0.05h; Microwave irradiation;98%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 20℃; for 0.25h; Neat (no solvent);93.2%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

m-Toluic acid
99-04-7

m-Toluic acid

5-nitro-2-(m-tolyl)-1H-benzo[d]imidazole
1571-91-1

5-nitro-2-(m-tolyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With polyphosphoric acid (PPA) at 120 - 150℃; for 5h;99%
With polyphosphoric acid at 120 - 150℃; for 5h;99%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-phenyl-5-nitrobenzimidazole
1571-85-3

2-phenyl-5-nitrobenzimidazole

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water at 445℃; under 337534 Torr; for 0.00277778h; Supercritical conditions;99%
With water In 1-methyl-pyrrolidin-2-one at 340℃; under 337534 Torr; for 0.00206944h; Flow reactor; Green chemistry;> 99 %Chromat.
benzoic acid anhydride
93-97-0

benzoic acid anhydride

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

N-(2-amino-5-nitrophenyl)benzamide
220641-69-0

N-(2-amino-5-nitrophenyl)benzamide

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water at 340℃; under 337534 Torr; for 0.00277778h; Supercritical conditions;99%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

C14H10FN3O2

C14H10FN3O2

Conditions
ConditionsYield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;99%
5-fluoro-2-formylbenzonitrile
77532-90-2

5-fluoro-2-formylbenzonitrile

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

C15H9FN4O2

C15H9FN4O2

Conditions
ConditionsYield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;99%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-amino-4-fluorobenzaldehyde

2-amino-4-fluorobenzaldehyde

C14H11FN4O2

C14H11FN4O2

Conditions
ConditionsYield
With C23H3BF16N2O In toluene at 25℃; for 3h; Green chemistry;99%
4-(Nitrophenyl)phosphonsaeure-dichlorid
34909-18-7

4-(Nitrophenyl)phosphonsaeure-dichlorid

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

1,3-Dihydro-5-nitro-2-(4-nitrophenyl)-1,3,2-benzodiazaphosphol-2-oxid
147137-77-7

1,3-Dihydro-5-nitro-2-(4-nitrophenyl)-1,3,2-benzodiazaphosphol-2-oxid

Conditions
ConditionsYield
In various solvent(s) at 135℃;98.4%
3-bromo-5-chlorosalicylaldehyde
19652-32-5

3-bromo-5-chlorosalicylaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2'-bromo-4'-chloro-6'-(5-nitro-1H-benzo[d]imidazole-2-yl)phenol

2'-bromo-4'-chloro-6'-(5-nitro-1H-benzo[d]imidazole-2-yl)phenol

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide for 4h; Reflux;98.2%
2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(2,4-dichlorophenyl)-5-nitro-1H-benzimidazole
99586-15-9

2-(2,4-dichlorophenyl)-5-nitro-1H-benzimidazole

Conditions
ConditionsYield
With silica-bound phosphoric acid In water at 70℃; for 0.0416667h;98%
With acetic acid
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

acenaphthene quinone
82-86-0

acenaphthene quinone

9-nitro-acenaphtho[1,2-b]quinoxaline
134859-12-4

9-nitro-acenaphtho[1,2-b]quinoxaline

Conditions
ConditionsYield
With 1-(propyl-3-sulfonate) 3-methylimidazol(3H)-1-ium phosphotungstate In water at 20℃; for 0.116667h; Reagent/catalyst; Time;98%
With sulfonated rice husk ash at 20℃; for 0.25h; Green chemistry;98%
With rice husk In water; acetonitrile at 50℃; for 0.5h; Green chemistry;91%
1-acetyl-1H-indole-2,3-dione
574-17-4

1-acetyl-1H-indole-2,3-dione

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

N-[2-(6-Nitro-3-oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl]-acetamide
93065-51-1

N-[2-(6-Nitro-3-oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl]-acetamide

Conditions
ConditionsYield
In acetic acid Product distribution; Heating; other solvent;98%
In acetic acid Heating;98%
In acetic acid for 8h; Heating;
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(4-chlorophenyl)-5-nitro-1H-benzimidazole
1571-87-5

2-(4-chlorophenyl)-5-nitro-1H-benzimidazole

Conditions
ConditionsYield
With sulfonated rice husk ash at 80℃; for 0.333333h; Green chemistry;98%
With L-carnitine In ethanol at 60℃; for 2h;98%
With ammonium peroxydisulfate; sodium dodecyl-sulfate In water at 25℃; for 0.583333h; Micellar solution;95%
benzaldehyde
100-52-7

benzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-phenyl-5-nitrobenzimidazole
1571-85-3

2-phenyl-5-nitrobenzimidazole

Conditions
ConditionsYield
With sulfonated rice husk ash at 80℃; for 0.333333h; Green chemistry;98%
With ammonium cerium(IV) nitrate; dihydrogen peroxide at 50℃; for 0.433333h;97%
With Iron(III) nitrate nonahydrate; dihydrogen peroxide at 50℃; for 0.2h;96%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

5-nitro-2-(4-nitrophenyl)-1H-benzimidazole
1772-39-0

5-nitro-2-(4-nitrophenyl)-1H-benzimidazole

Conditions
ConditionsYield
With MCM-41-SO3H mesoporous nanoparticles In water at 20℃; for 0.0833333h; chemoselective reaction;98%
With hydrogenchloride; dihydrogen peroxide In acetonitrile at 20℃; for 0.783333h;97%
With silica-bound phosphoric acid In water at 70℃; for 0.0166667h;97%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(4-methoxyphenyl)-5-nitro-1H-benzo(d)imidazole
96954-35-7

2-(4-methoxyphenyl)-5-nitro-1H-benzo(d)imidazole

Conditions
ConditionsYield
With Thiocarbohydrazide/nickel-based nanocomposite supported on SBA-15 In ethanol at 20℃; for 0.0833333h;98%
With decylbenzenesulfonic acid; iodine In water at 20℃; for 6h; Green chemistry; chemoselective reaction;92%
With dodecylbenzene-sulphonic acid; iodine In water at 20℃; chemoselective reaction;92%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2-(4-fluorophenyl)-5-nitro-1H-benzo(d)imidazole
348-35-6

2-(4-fluorophenyl)-5-nitro-1H-benzo(d)imidazole

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; dihydrogen peroxide at 50℃; for 0.35h;98%
With Iron(III) nitrate nonahydrate; dihydrogen peroxide at 50℃; for 0.166667h;97%
With dihydrogen peroxide; scandium tris(trifluoromethanesulfonate) In ethanol at 80℃; Green chemistry;88%
Stage #1: 4-fluorobenzaldehyde With sodium disulfite In ethanol; water
Stage #2: 4-Nitrophenylene-1,2-diamine With N,N-dimethyl-formamide at 130℃; for 4h;
67.6%
With sodium metabisulfite In ethanol for 4h; Reflux;67%
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

N-(2-amino-5-nitrophenyl)-4-methylbenzamide
351518-59-7

N-(2-amino-5-nitrophenyl)-4-methylbenzamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at -40 - 20℃;98%
4-phenoxy benzaldehyde
67-36-7

4-phenoxy benzaldehyde

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

5-nitro-2-(4-phenoxy-phenyl)-1H-benzoimidazole

5-nitro-2-(4-phenoxy-phenyl)-1H-benzoimidazole

Conditions
ConditionsYield
With sodium metabisulfite In N,N-dimethyl-formamide at 100℃; for 18h;98%
1,2-bis(4-methoxyphenyl)-1,2-ethanedione
1226-42-2

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

2,3-bis-(4-methoxy-phenyl)-6-nitro-quinoxaline
2810-91-5

2,3-bis-(4-methoxy-phenyl)-6-nitro-quinoxaline

Conditions
ConditionsYield
H6P2W18O62 In acetic acid at 20℃; for 0.333333h;98%
With zirconium(IV) chloride In methanol at 50℃; for 4h;96%
With polyaniline/SiO2 In ethanol at 20℃; for 0.3h;96%
(3Z)-1-ethyl-3-[(ethylcarbamoylamino)-methylsulfanyl-methylene]urea
797047-27-9

(3Z)-1-ethyl-3-[(ethylcarbamoylamino)-methylsulfanyl-methylene]urea

4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

C10H11N5O3

C10H11N5O3

Conditions
ConditionsYield
With sulfuric acid; sodium acetate In 1,4-dioxane for 0.25h; pH=3.5; Heating;98%

4-Nitro-o-phenylenediamine Consensus Reports

IARC Cancer Review: Group 3 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) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 (1978),p. 63.(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); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-180 ,1979. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

4-Nitro-o-phenylenediamine Specification

1. Introduction of 4-Nitro-o-phenylenediamine
4-Nitro-o-phenylenediamine is reagent for a-keto acids, it is a red powder. In cosmetics and personal care products, 4-Nitro-o-phenylenediamine is used in the formulation of semi-permanent and permanent hair dyes, colors and tints. The IUPAC Name is 4-nitrobenzene-1,2-diamine.

2. Properties of 4-Nitro-o-phenylenediamine
Index of Refraction: 1.708
Molar Refractivity: 41.27 cm3
Molar Volume: 105.8 cm3
Polarizability: 16.36×10-24cm3
Surface Tension: 77.9 dyne/cm
Density: 1.446 g/cm3
Flash Point: 208.5 °C
Enthalpy of Vaporization: 67.51 kJ/mol 
Melting Point: 199-201 °C(lit.)
Boiling Point: 421.1 °C at 760 mmHg
Vapour Pressure: 2.68E-07 mmHg at 25°C 
Water Solubility: 1.2 g/L (20 ºC) 
Stability: Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides. 
Physical Appearance: Orange-red powder
Product Categories: Anilines, Aromatic Amines and Nitro Compounds

3. Toxicity of 4-Nitro-o-phenylenediamine

1.    

mmo-sat 1 µg/plate

    ENMUDM    Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.    

dnr-esc 10 mg/L

    CRNGDP    Carcinogenesis. 2 (1981),189.
3.    

mmo-asn 200 mg/L

    MUREAV    Mutation Research. 97 (1982),293.
4.    

orl-rat LD50:681 mg/kg

    NCILB*    Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 .
5.    

orl-mus LD50:681 mg/kg

    NCILB*    Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 .

4. Safety Information of 4-Nitro-o-phenylenediamine
Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: HarmfulXn
Risk Statements: 22-43-68-40-36/37/38-20/21/22 
R22:Harmful if swallowed. 
R43:May cause sensitization by skin contact. 
R68:Possible risk of irreversible effects. 
R40:Limited evidence of a carcinogenic effect. R40:Limited evidence of a carcinogenic effect. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37-45-36-26-22 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36:Wear suitable protective clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S22:Do not breathe dust.
RIDADR: 2811
WGK Germany: 3
RTECS: ST2975000
HazardClass: 6.1
PackingGroup: II
HS Code: 29215119

5. Use of 4-Nitro-o-phenylenediamine
4-Nitro-o-phenylenediamine is used in semi-permanent hair coloring systems that is usually applied in a shampoo base and contain thickeners, alkalizers, and foam stabilizers. It is also used in permanent (oxidative) hair dyeing where color is produced inside the hair fiber. The color that is produced results from careful.

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