ChemicalBook--->CAS DataBase List--->99-56-9

99-56-9

99-56-9 Structure

99-56-9 Structure
IdentificationMore
[Name]

4-Nitro-o-phenylenediamine
[CAS]

99-56-9
[Synonyms]

1,2-DIAMINO-4-NITROBENZENE
2-amino-4-nitroaniline
3,4-Diaminonitrobenzene
4-NITRO-1,2-PHENYLENEDIAMINE
4-NITRO-2-PHENYLENEDIAMINE
4-NITRO-O-PHENYLDIAMINE
4-NITRO-O-PHENYLENEDIAMINE
c.i. 76020
JAROCOL 4NOPD
TIMTEC-BB SBB007571
1,2-Benzenediamine,4-nitro-
1,2-benzenediamine,-nitro-
2-Benzenediamine,4-nitro-1
4ndb
4-nitro-1,2-benzenediamine
4-nitro-1,2-diaminobenzene
4-nitro-1,2-fenylendiamin
4-nitro-2-benzenediamine
4-nitrobenzene-1,2-diamine
4-nitro-o-phenylenediamin
[EINECS(EC#)]

202-766-3
[Molecular Formula]

C6H7N3O2
[MDL Number]

MFCD00007724
[Molecular Weight]

153.14
[MOL File]

99-56-9.mol
Chemical PropertiesBack Directory
[Appearance]

Orange-red powder
[Melting point ]

199-201 °C (lit.)
[Boiling point ]

276.04°C (rough estimate)
[density ]

1.3682 (rough estimate)
[refractive index ]

1.6910 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

1 N HCl: ethanol, 1:1: soluble50mg/mL
[form ]

Powder
[pka]

2.06±0.10(Predicted)
[color ]

Brown-red
[Stability:]

Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides.
[Water Solubility ]

1.2 g/L (20 ºC)
[Merck ]

14,6623
[BRN ]

608106
[Cosmetics Ingredients Functions]

HAIR DYEING
[InChIKey]

RAUWPNXIALNKQM-UHFFFAOYSA-N
[CAS DataBase Reference]

99-56-9(CAS DataBase Reference)
[IARC]

3 (Vol. 16, Sup 7) 1987
[EPA Substance Registry System]

99-56-9(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317
[Precautionary statements ]

P280-P301+P312+P330-P302+P352
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R68:Possible risk of irreversible effects.
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 ]

S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where 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
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

II
[HS Code ]

29215119
[Safety Profile]

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,.
[Hazardous Substances Data]

99-56-9(Hazardous Substances Data)
[Toxicity]

LD50 oral in rat: 681mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Activated carbon,decolor-->2,4-Dinitroaniline-->Benzenamine, N-hydroxy-2,4-dinitro--->benzene-1,2,4-triyltriamine-->Ethanol-->2,5-Dinitroaniline-->2-Chloro-5-nitro-benzamine-->2,4-DINITROACETANILIDE-->1-Methoxy-2,4-dinitrobenzene-->4'-Nitroacetanilide
[Preparation Products]

5-Amino-2-benzimidazolethiol-->5-BROMO-6-ISOTHIOCYANATE QUINOXALINE-->6-NITRO-1H-BENZOIMIDAZOLE-2-THIOL-->5-Bromoquinoxalin-6-amine-->2-MERCAPTO-5-NITROBENZIMIDAZOLE-->6-Aminoquinoxaline-->Platinum,dichlorobis(dimethylphenylphosphine)-, (SP-4-2)--->1,4-Diamino-2-nitrobenzene-->1H-Benzimidazole,1-methyl-5-nitro-(9CI)-->5-Nitrobenzimidazole-->4-(5-nitro-H-benzimidazol-2-yl)aniline
Hazard InformationBack Directory
[General Description]

Dark red needles or red solid.
[Reactivity Profile]

4-NITRO-O-PHENYLENEDIAMINE(99-56-9) is incompatible with strong oxidizing agents, strong acids, strong reducing agents, acid chlorides and acid anhydrides.
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

Flash point data for this chemical are not available; however, 4-NITRO-O-PHENYLENEDIAMINE is probably combustible.
[Chemical Properties]

Orange-red powder
[Uses]

4-Nitro-1,2-phenylenediamine is a hair dye constituent with potential mutagenic activity.
[Application]

4-Nitro-1,2-phenylenediamine is a hair dye constituent with potential mutagenic activity. It is used in oxidation hair dye formulations at a maximum concentration of 1.0 %, which after mixing typically in a 1:1 ratio with hydrogen peroxide just prior to use, corresponds to a concentration of 0.5% upon application.
[Definition]

ChEBI: The primary amino compound that is 1,2-phenylenediamine (o-phenylenediamine) substituted at the 4- (para-) position by a nitro group.
[Preparation]

Prepared by reduction of 2,4-dinitroaniline using H2S in ammonia water.
[Production Methods]

Commercial production of 4-nitro-o-PDA was first reported in the United States in 1946. Two U.S. companies were reported to produce undisclosed amounts of the chemical in 1975. U.S. imports of 4-nitro-o-PDA were reported to be about 1900 kg in 1973 and 1100 kg in 1975. 4-Nitro-o-PDAis used in fur dyes, inks, and semipermanent yellow hair coloring formulations requiring a yellow color component that does not involve the use of hydrogen peroxide in the color development.
Occupational exposure to 4-nitro-o-PDA may occur through inhalation and dermal contact with this compound at workplaces where p-PDA is produced or used. The general population may be exposed to the compound via dermal contact, primarily through the use of hair dyes containing this compound.
[Biochem/physiol Actions]

4-Nitro-o-phenylenediamine is a direct-acting mutagen.
[Purification Methods]

Crystallise the diamine from water. [Beilstein 13 IV 75.]
[References]

[1] New Journal of Chemistry, 2015, vol. 39, # 11, p. 8498 - 8504
[2] Journal of Organic Chemistry, 1980, vol. 45, # 24, p. 4992 - 4993
[3] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001201
[4] Chemische Berichte, 1899, vol. 32, p. 900
[5] Chemische Berichte, 1888, vol. 21, p. 2306
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3,4-Diaminonitrobenzene(99-56-9).msds
Spectrum DetailBack Directory
[Spectrum Detail]

4-Nitro-o-phenylenediamine(99-56-9)MS
4-Nitro-o-phenylenediamine(99-56-9)1HNMR
4-Nitro-o-phenylenediamine(99-56-9)13CNMR
4-Nitro-o-phenylenediamine(99-56-9)IR1
4-Nitro-o-phenylenediamine(99-56-9)IR2
4-Nitro-o-phenylenediamine(99-56-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Nitro-o-phenylenediamine, 98%(99-56-9)
[Alfa Aesar]

4-Nitro-o-phenylenediamine, 97%(99-56-9)
[Sigma Aldrich]

99-56-9(sigmaaldrich)
[TCI AMERICA]

4-Nitro-1,2-phenylenediamine,>97.0%(GC)(T)(99-56-9)
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