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4-Nitro-o-phenylenediamine

Product Name
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-n-o-pda;p-nitro-o-phenylenediamine;4-no;4ndb;4-nop;4-nopd;4NOPPDA;202-766-3
CBNumber
CB1453625
Molecular Formula
C6H7N3O2
Formula Weight
153.14
MOL File
99-56-9.mol
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4-Nitro-o-phenylenediamine Property

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
pka
2.06±0.10(Predicted)
form 
Powder
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)
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Safety

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
Hazardous Substances Data
99-56-9(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 681mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
108898
Product name
4-Nitro-o-phenylenediamine
Purity
98%
Packaging
5g
Price
$36.4
Updated
2024/03/01
Sigma-Aldrich
Product number
108898
Product name
4-Nitro-o-phenylenediamine
Purity
98%
Packaging
100g
Price
$101
Updated
2024/03/01
TCI Chemical
Product number
D0103
Product name
4-Nitro-1,2-phenylenediamine
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$25
Updated
2024/03/01
TCI Chemical
Product number
D0103
Product name
4-Nitro-1,2-phenylenediamine
Purity
>97.0%(GC)(T)
Packaging
100g
Price
$58
Updated
2024/03/01
Alfa Aesar
Product number
L04693
Product name
4-Nitro-o-phenylenediamine, 97%
Packaging
100g
Price
$63.9
Updated
2024/03/01
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4-Nitro-o-phenylenediamine Chemical Properties,Usage,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 .

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.

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.

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.]

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4-Nitro-o-phenylenediamine Suppliers

HPC Standards GmbH
Tel
--
Fax
--
Email
chulze@hpc-standards.com
Country
Germany
ProdList
2139
Advantage
58
Extrachem GmbH
Tel
--
Fax
--
Email
mail@extrachem.de
Country
Germany
ProdList
100
Advantage
58
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
Merck Schuchardt OHG
Tel
--
Fax
--
Email
schuchardt-vertrieb@merck.de
Country
Germany
ProdList
5827
Advantage
74
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View Lastest Price from 4-Nitro-o-phenylenediamine manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
4-Nitro-o-phenylenediamine 99-56-9
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2023-02-08
Henan Fengda Chemical Co., Ltd
Product
4-Nitro-o-phenylenediamine 99-56-9
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24
Zhuhai Hairuide Bioscience and Technology Co., Ltd
Product
4-Nitro-o-phenylenediamine 99-56-9
Price
US $0.00/KG Ton
Min. Order
1KG Ton
Purity
99%+
Supply Ability
2 tons/month
Release date
2022-10-10

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