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4-Nitro-o-phenylenediamine

CAS No.
99-56-9
Chemical Name:
4-Nitro-o-phenylenediamine
Synonyms
4-nitrobenzene-1,2-diamine;4-NITRO-1,2-PHENYLENEDIAMINE;4-no;4-n-o-pda;p-nitro-o-phenylenediamine;4ndb;4-nop;4-nopd;4NOPPDA;202-766-3
CBNumber:
CB1453625
Molecular Formula:
C6H7N3O2
Molecular Weight:
153.14
MDL Number:
MFCD00007724
MOL File:
99-56-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-04 11:17:55

4-Nitro-o-phenylenediamine Properties

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
Water Solubility 1.2 g/L (20 ºC)
Merck 14,6622
BRN 608106
Henry's Law Constant 1.3×106 mol/(m3Pa) at 25℃, HSDB (2015)
Stability Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides.
Cosmetics Ingredients Functions HAIR DYEING
Cosmetic Ingredient Review (CIR) 4-Nitro-o-phenylenediamine (99-56-9)
InChI 1S/C6H7N3O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,7-8H2
InChIKey RAUWPNXIALNKQM-UHFFFAOYSA-N
SMILES Nc1ccc(cc1N)[N+]([O-])=O
Toxicology and Carcinogenesis Bioassay of 4-Nitro-o-phenylenediamine for Possible Carcinogenicity (CASRN 99-56-9)
CAS DataBase Reference 99-56-9(CAS DataBase Reference)
EWG's Food Scores 3-5
FDA UNII 5A9AX7Y0TT
IARC 3 (Vol. 16, Sup 7) 1987
EPA Substance Registry System Nitro-o-phenylenediamine (99-56-9)
UNSPSC Code 12352116
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280-P301+P312+P330-P302+P352
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xn
Risk Statements  22-43-68-40-36/37/38-20/21/22
Safety Statements  36/37-45-36-26-22
RIDADR  2811
WGK Germany  3
RTECS  ST2975000
TSCA  TSCA listed
HazardClass  6.1
PackingGroup  II
HS Code  29215119
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Skin Sens. 1
Hazardous Substances Data 99-56-9(Hazardous Substances Data)
Toxicity LD50 oral in rat: 681mg/kg
NFPA 704
1
2 0

4-Nitro-o-phenylenediamine price More Price(65)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 108898 4-Nitro-o-phenylenediamine 98% 99-56-9 5g $40 2026-04-30 Buy
Sigma-Aldrich 77833 4-Nitro-o-phenylenediamine analytical standard 99-56-9 100 mg $68.9 2026-04-30 Buy
Sigma-Aldrich 108898 4-Nitro-o-phenylenediamine 98% 99-56-9 100g $111 2026-04-30 Buy
TCI Chemical D0103 4-Nitro-1,2-phenylenediamine >97.0%(GC)(T) 99-56-9 25g $22 2026-04-30 Buy
TCI Chemical D0103 4-Nitro-1,2-phenylenediamine >97.0%(GC)(T) 99-56-9 100g $52 2026-04-30 Buy
Product number Packaging Price Buy
108898 5g $40 Buy
77833 100 mg $68.9 Buy
108898 100g $111 Buy
D0103 25g $22 Buy
D0103 100g $52 Buy

4-Nitro-o-phenylenediamine Chemical Properties, Uses, Production

Chemical Properties

This substance is an orange-red powder that can be dissolved in ethanol, acetone, and hydrochloric acid solution, but is not soluble in water.

Uses

4-Nitro-o-phenylenediamine was used to study the in vitro activation of 4-nitro-o-phenylenediamine into a potent mutagen in Salmonella typhimurium strain TA98 .

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.

Preparation

Prepared by reduction of 2,4-dinitroaniline using H2S in ammonia water.

Definition

ChEBI: 4-nitro-1,2-phenylenediamine is the primary amino compound that is 1,2-phenylenediamine (o-phenylenediamine) substituted at the 4- (para-) position by a nitro group. It is a primary amino compound and a C-nitro compound. It is functionally related to a 1,2-phenylenediamine.

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.

General Description

4-nitro-o-phenylenediamine appears as dark red needles or red solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

4-Nitro-o-phenylenediamine is incompatible with strong oxidizing agents, strong acids, strong reducing agents, acid chlorides and acid anhydrides.

Fire Hazard

Flash point data for 4-Nitro-o-phenylenediamine are not available; however, 4-Nitro-o-phenylenediamine is probably combustible.

Biochem/physiol Actions

4-Nitro-o-phenylenediamine is a direct-acting mutagen.

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,.

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

97-02-9
99-56-9
Synthesis of 4-Nitro-o-phenylenediamine from 2,4-Dinitroaniline
Global Suppliers ( 467)
Supplier Tel Email Country ProdList Advantage
Shanghai Taijilin Industrial Co., Ltd. 02150630626 17717886015 kate@tajilin.com China 1340 58
Shanghai Qiao Chemical Science Co., Ltd 021-58892003 info@qiaochem.com China 6065 65
Changsha Changtang Import and Export Co., LTD 18942506900 18942506900 492657010@qq.com China 995 58
Hefei Ruiluo New Material Technology Co., Ltd. 19567218739 1759672789@qq.com China 569 58
Hangzhou Bingochem Co., Ltd. 0571-87658025 sales@bingochem.com China 21532 58
Nantong Xiaochang Pharmaceutical Trading Co., Ltd. 0513-82104991 18862997351 sales11@btcpharm.com China 859 58
LEWOO PHARMATECH (SHANGHAI) CO.,LTD 15800805830 miao@lewoopharma.com.cn China 994 58
Hangzhou Beishengyuan Biotechnology Co., Ltd 15700194842 15700194842 1289372011@qq.com China 156 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62

View Latest Price from 4-Nitro-o-phenylenediamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Nitro-o-phenylenediamine pictures 2026-09-16 4-Nitro-o-phenylenediamine
99-56-9
0.99 RongNa Biotechnology Co.,Ltd
4-Nitro-o-phenylenediamine pictures 2026-09-02 4-Nitro-o-phenylenediamine
99-56-9
$1.00-100.00 1KG 99% Henan Fengda Chemical Co., Ltd
4-Nitro-o-phenylenediamine pictures 2026-08-03 4-Nitro-o-phenylenediamine
99-56-9
1kg 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
4-nop 4-nopd 4-n-o-pda nci-c03941 p-nitro-o-phenylenediamine o-Phenylenediamine, 4-nitro- WLN: ZR BZ DNW 202-766-3 4-Nitro-1,2-phenylenediamine for synthesis 4-Nitrophenylene-1,2-diamine 4-Nitro-O-Phenylenediamine(HcBrown4N) 4-Nitro-o-phenylenediamine, 98+% PARA-NITRO-ORTHO-PHENYLENEDIAMINE 4-NITRO-ORTHO-PHENYLENE-DIAMINE 4-NITRO-ORTHO-DIAMINOPHENYLENE NITRO-ORTHO-PHENYLENEDIAMINE o-Phenylenediamine, 4-nitro-2-amino-4-nitroaniline 4-Nitrophenylenediamine,97% C.I.Oxidation Base 9 4-Nitro-O-Phenylene Diamine (Hair Brown 4N) 4-Nitro-1,2-phenylenedlamine 2-DiaMino-4-nitrobenzene 4-Nitro-o-phenylenediaMine, 98% 100GR 4-Nitro-o-phenylenediaMine, 98% 500GR 2-AMino-4-nitrophenyl)aMine 2-AMino-5-nitroaniline 4-Nitro-2-aM 4-NITRO-1,2-PHENYLENEDIAMINE FOR SYNTHES 4-Nitro-o-phenylenediaMine, 97+% (2-amino-5-nitro-phenyl)amine 4-Nitro-1,2-fenylendiamin [Czech] 4-Nitro-para-phenylenediamine 4-Nitro-o-phenyL 4-NITRO-2-PHENYLENEDIAMINE 4-NITRO-O-PHENYLDIAMINE 4-NITRO-O-PHENYLENEDIAMINE 3,4-Diaminonitrobenzene 2-amino-4-nitroaniline 1,2-DIAMINO-4-NITROBENZENE 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-nitro-o-phenylenediamin 4-nitrophenylenediamine c.i. 76020 JAROCOL 4NOPD 4-Nitro-1,2-phenylenediamine > 4-Nitro-o-phenylenediamine ISO 9001:2015 REACH 4-Nitro-O-phenelene diamine 4-Nitro-1,2-phenylendiamin TIANFU-CHEM 4-Nitro-o-phenylenediamine, 98% 4 NITRO ORTHO PHENYLENE DIAMINE (4 NITRO OPD )