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4-Nitro-o-phenylenediamine

4-Nitro-o-phenylenediamine Structure
CAS No.
99-56-9
Chemical Name:
4-Nitro-o-phenylenediamine
Synonyms
4-nitrobenzene-1,2-diamine;4-NITRO-1,2-PHENYLENEDIAMINE;4-n-o-pda;p-nitro-o-phenylenediamine;4ndb;4-no;4-nop;4-nopd;4NOPPDA;202-766-3
CBNumber:
CB1453625
Molecular Formula:
C6H7N3O2
Molecular Weight:
153.14
MOL File:
99-56-9.mol
MSDS File:
SDS
Modify Date:
2024/6/18 21:58:05

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
Stability Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides.
InChIKey RAUWPNXIALNKQM-UHFFFAOYSA-N
CAS DataBase Reference 99-56-9(CAS DataBase Reference)
IARC 3 (Vol. 16, Sup 7) 1987
EPA Substance Registry System Nitro-o-phenylenediamine (99-56-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280-P301+P312+P330-P302+P352
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  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29215119
Toxicity LD50 oral in rat: 681mg/kg
NFPA 704
1
2 0

4-Nitro-o-phenylenediamine price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 108898 4-Nitro-o-phenylenediamine 98% 99-56-9 5G ₹2140 2022-06-14 Buy
Sigma-Aldrich(India) 108898 4-Nitro-o-phenylenediamine 98% 99-56-9 100G ₹6730 2022-06-14 Buy
ALFA India ALF-L04693-36 4-Nitro-o-phenylenediamine, 97% 99-56-9 500g ₹30361 2022-05-26 Buy
ALFA India ALF-L04693-22 4-Nitro-o-phenylenediamine, 97% 99-56-9 100g ₹7200 2022-05-26 Buy
TCI Chemicals (India) D0103 4-Nitro-1,2-phenylenediamine min. 97.0 % 99-56-9 25G ₹2200 2022-05-26 Buy
Product number Packaging Price Buy
108898 5G ₹2140 Buy
108898 100G ₹6730 Buy
ALF-L04693-36 500g ₹30361 Buy
ALF-L04693-22 100g ₹7200 Buy
D0103 25G ₹2200 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.

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.

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.

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.

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.

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.]

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