5307-14-2

Basic information

• Product Name: 1,4-Diamino-2-nitrobenzene
• Synonyms: 1,4-benzenediamine,2-nitro-;1,4-benzenediamine,2-nitro-,;1,4-diaminonitrobenzol;2NDB;2-Nitro-1,4-phenylenediamine Base JL;2-Nitro-4-aminoaniline;2-nitro-4-benzenediamine;2-nitrobenzene-1,4-diamine
• CAS NO: 5307-14-2
• Molecular Formula: C₆H₇N₃O₂
• Molecular Weight: 153.14
• EINECS: 226-164-5
• Product Categories: Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds;Amines;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines
• Mol File: 5307-14-2.mol
• Article Data: 13

Chemical Properties

• Melting Point: 135-138 °C(lit.)
• Boiling Point: 276.04°C (rough estimate)
• Flash Point: 186.9 °C
• Appearance: Brown to black/Powder
• Density: 1.3682 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6500 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 0.2g/l
• PKA: 4.36±0.10(Predicted)
• Water Solubility: <0.1 g/100 mL at 22℃
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 2210195
• CAS DataBase Reference: 1,4-Diamino-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Diamino-2-nitrobenzene(5307-14-2)
• EPA Substance Registry System: 1,4-Diamino-2-nitrobenzene(5307-14-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 43-68
• Safety Statements: 36/37-45
• RIDADR: 3143
• WGK Germany: 2
• RTECS: ST3000000
• TSCA: Yes
• Hazardous Substances Data: 5307-14-2(Hazardous Substances Data)

Usage

Description

o-Nitro-paraphenylenediamine (ONPD) is a hair dye and a sensitizer in hairdressers.

Chemical Properties

Dark red crystal Powder

Uses

Different sources of media describe the Uses of 5307-14-2 differently. You can refer to the following data:
1. This compound is used in hair and fur dyes.
2. 2-Nitro-4-phenylene-diamine is a dyestuff used to dye furs brown and reddish-brown; dye intermediate in semi-permanent and permanent hair coloring products (produces brown and red shades on the hair); in different hair-dyeing preparations.

Definition

ChEBI: A primary amino compound that is p-phenylenediamine in which one of the hydrogens attached to the benzene ring is replaced by a nitro group. It is a cosmetic hair dye intermediate that is used in permanent hair colouring products (diluted 1:1 ith an oxidising agent prior to application).

General Description

Almost black needles with dark-green luster or black powder.

Air & Water Reactions

1,4-Diamino-2-nitrobenzene may be sensitive to prolonged exposure to light and air. Insoluble in water.

Reactivity Profile

1,4-Diamino-2-nitrobenzene is incompatible with strong oxidizing agents.

Fire Hazard

Flash point data for 1,4-Diamino-2-nitrobenzene are not available; however, 1,4-Diamino-2-nitrobenzene is probably combustible.

Flammability and Explosibility

Nonflammable

Contact allergens

ONPD is a hair dye and a sensitizer in hairdressers and consumers who are generally sensitive to PPD too.

Safety Profile

Suspected carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx,.

InChI:InChI=1/C6H7N3O2/c7-5-1-3-6(4-2-5)8-9(10)11/h1-4,8H,7H2

Upstream product

• 7418-43-1 nitro-p-phenylenediamine N¹-monoacetate 
• 6086-29-9 4-acetylamino-1-amino-2-nitrobenzene 
• 97-02-9 2,4-Dinitroanilin 
• 64-17-5 ethanol 
• 861532-87-8 4-amino-2-nitro-benzoyl azide 
• 7647-01-0 hydrogenchloride 
• 5345-53-9 nitro-p-phenylenediamine N¹,N⁴-diacetate 
• 7732-18-5 water 
• 106-50-3 1,4-phenylenediamine 
• 84228-46-6 4-amino-2-nitrobenzoic acid ethyl ester 
• 33672-95-6 ethyl 2,4-dinitro benzoate 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 19336-92-6 N-(4-acetylamino-phenyl)-phthalamic acid 
• 6543-35-7 N-(4-(1,3-dioxoisoindolin-2-yl) phenyl)acetamide 

Downstream Products

• 6086-29-9 4-acetylamino-1-amino-2-nitrobenzene 
• 87127-03-5 N-(4-Amino-3-nitro-phenyl)-nicotinamide 
• 104794-91-4 3-(4-Amino-3-nitrophenyl)-2-methylquinazolin-4(3H)-one 
• 104794-92-5 o-acetamido-N-(3-nitro-4-aminophenyl)-benzamide 
• 103248-84-6 4-N-(7-chloroquinolin-4-yl)-2-nitro-p-phenylenediamine 
• 125705-50-2 4-(α-Benzoyloxycarbonyl-L-leucyl)amino-2-nitroaniline 
• 106873-49-8 1-(4-Amino-3-nitrophenyl)-4-benzoylpyrrolidin-2-one 
• 125705-48-8 4-(α-Benzoyloxycarbonyl-L-valyl)amino-2-nitroaniline 
• 125705-51-3 4-(α-Benzoyloxycarbonyl-L-isoleucyl)amino-2-nitroaniline 
• 115752-41-5 (4-Amino-3-nitro-phenyl)-phosphoramidic acid bis-(2-chloro-phenyl) ester 
• 117131-13-2 4-acetamido-N-cyanomethyl-2-nitroaniline 
• 117131-14-3 N-cyanomethyl-4-methanesulphonamido-2-nitroaniline 
• 117131-15-4 N-cyanomethyl-4-ethoxycarbonylamino-2-nitroaniline 
• 42937-14-4 1-Amino-2-nitro-4-ω-cyanoacetylamino-benzene 

Relevant articles and documents

Protonation of Cationic Bases in Perchloric Acid: Establishment of the H+ Scale in 0-11 M Perchloric Acid

The protonation of several monocationic bases in perchloric acid was studied with UV-visible absorption spectroscopy.The H+ scale in perchloric acid was established by using primary amine cationic bases as indicators.It was found that the H+ scale in perchloric acid is more negative than in sulfuric acid.The acid-dissociation constants for compounds studied in both acids were found to be in reasonably good agreement with each other.

Gold supported on titania for specific monohydrogenation of dinitroaromatics in the liquid phase

Liquid-phase selective monohydrogenation of various substituted dinitroaromatics to the corresponding valuable nitroanilines was investigated on gold-based catalysts. Special attention was paid to the effect of Au particle size on this monoreduction reaction. Interestingly, TiO2 supported gold catalysts containing a relatively larger mean Au particle size (>5 nm) showed far superior chemoselectivity for specific mono-hydrogenation of dinitroaromatics, with the highest performance attainable for the catalyst bearing Au particles of ca. 7.5 nm. Results in the intermolecular competitive hydrogenation showed that the intrinsic higher accumulation rates of the desired nitroanilines associated with the catalyst possessing larger Au particles were responsible for the high chemoselectivity observed. the Partner Organisations 2014.

Selective partial hydrogenation of dinitrobenzenes to nitroanilines catalyzed by Ru/C

Ru/C was found to be a highly effective catalyst for the selective partial hydrogenation of a range of dinitrobenzenes to their corresponding nitroanilines with excellent selectivity under mild conditions. Furthermore, the effect from other substitute groups of dinitrobenzenes on partial hydrogenation was also explored in this study. Copyright