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1,4-Diamino-2-nitrobenzene

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Products Intro: Product Name:1,4-Diamino-2-nitrobenzene
CAS:5307-14-2
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Products Intro: Product Name:1,4-Diamino-2-nitrobenzene
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Products Intro: Product Name:2-Nitro-1,4-phenylenediamine
CAS:5307-14-2
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Products Intro: Product Name:1,4-Diamino-2-nitrobenzene
CAS:5307-14-2
Purity:99% Package:1kg;2USD

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  • 1,4-Diamino-2-nitrobenzene
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  • $15.00 / 1KG
  • 2021-08-12
  • CAS:5307-14-2
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  • Purity: 99%+ HPLC
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1,4-Diamino-2-nitrobenzene 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:5307-14-2
MF:C6H7N3O2
MW:153.14
EINECS:226-164-5
Product Categories:Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Polyamines;Amines;Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds
Mol File:5307-14-2.mol
1,4-Diamino-2-nitrobenzene Structure
1,4-Diamino-2-nitrobenzene Chemical Properties
Melting point 135-138 °C (lit.)
Boiling point 276.04°C (rough estimate)
density 1.3682 (rough estimate)
refractive index 1.6500 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility 0.2g/l
pka4.36±0.10(Predicted)
form Powder
color Brown to black
PH7 (H2O)(aqueous suspension)
Water Solubility <0.1 g/100 mL at 22 ºC
BRN 2210195
Stability:Stable. Incompatible with strong oxidizing agents.
Cosmetics Ingredients FunctionsHAIR DYEING
Cosmetic Ingredient Review (CIR)1,4-Diamino-2-nitrobenzene (5307-14-2)
InChI1S/C6H7N3O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,7-8H2
InChIKeyHVHNMNGARPCGGD-UHFFFAOYSA-N
SMILESNc1ccc(N)c(c1)[N+]([O-])=O
LogP0.53
CAS DataBase Reference5307-14-2(CAS DataBase Reference)
IARC3 (Vol. Sup 7, 57) 1993
NIST Chemistry Reference1,4-Benzenediamine, 2-nitro-(5307-14-2)
EPA Substance Registry System2-Nitro-p-phenylenediamine (5307-14-2)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 43-68
Safety Statements 36/37-45
RIDADR 3143
WGK Germany 2
RTECS ST3000000
TSCA TSCA listed
HS Code 29215119
Storage Class11 - Combustible Solids
Hazard ClassificationsSkin Sens. 1
Hazardous Substances Data5307-14-2(Hazardous Substances Data)
MSDS Information
ProviderLanguage
1,4-Diamino-2-nitrobenzene English
SigmaAldrich English
ACROS English
ALFA English
1,4-Diamino-2-nitrobenzene Usage And Synthesis
Descriptiono-Nitro-paraphenylenediamine (ONPD) is a hair dye and a sensitizer in hairdressers.
Chemical PropertiesDark red crystal Powder
UsesThis compound is used in hair and fur dyes.
Uses2-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.
DefinitionChEBI: 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 DescriptionAlmost black needles with dark-green luster or black powder.
Air & Water Reactions1,4-Diamino-2-nitrobenzene may be sensitive to prolonged exposure to light and air. Insoluble in water.
Reactivity Profile1,4-Diamino-2-nitrobenzene is incompatible with strong oxidizing agents.
Fire HazardFlash point data for 1,4-Diamino-2-nitrobenzene are not available; however, 1,4-Diamino-2-nitrobenzene is probably combustible.
Flammability and ExplosibilityNon flammable
Contact allergensONPD is a hair dye and a sensitizer in hairdressers and consumers who are generally sensitive to PPD too.
Safety ProfileSuspected 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,.
Synthesis

0.5 moles (ca. 103.1 g) of 1,4-p-phenylenediamine sulfate I, 1.1 moles (ca. 231 g) of analytically pure trifluoroacetic anhydride, 1.6 moles (ca. 162 g) of triethylamine, and 250 ml of analytically pure dichloromethane, were added to the reactor and stirred thoroughly for 1 hour at room temperature. Filtration gave 142.5 g of N1,N4-ditrifluoroacetyl-p-phenylenediamine II.

N1,N4-ditrifluoroacetyl-p-phenylenediamine II (60.3 g, 0.2 mol) was added to 300 ml of analytically pure acetic anhydride and stirred thoroughly to form a suspension. 25 mL of analytically pure concentrated nitric acid was added dropwise to the reaction system at room temperature. Stirring was continued for 6 hours after the addition. The reaction solution was then filtered and the filter cake was washed once with 200 ml of water and once with 200 ml of analytically pure ethyl acetate. After sufficient drying, 36.3 g of N1,N4-ditrifluoroacetyl-2-nitro-p-phenylenediamine III was obtained.

The 36.3 g of N1,N4-ditrifluoroacetyl-2-nitro-p-phenylenediamine III was mixed into the reaction solution. -2-nitro-p-phenylenediamine III, 53 g of sodium carbonate and 400 mL of water were added to the reactor and heated to reflux for 1 hour. At the end of the reaction the reaction system was brought down to room temperature. The reaction system was filtered to give 16.1 g of 2-nitro-p-phenylenediamine. The total yield of the three-step reaction was 50%; the product was a reddish black solid with a melting point of 136-137 C.

1,4-Diamino-2-nitrobenzene Preparation Products And Raw materials
Preparation Products4-(4-Fluorobenzylamino)-1,2-phenylenediamine-->5-AMINO-1,3-DIMETHYL-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE
Tag:1,4-Diamino-2-nitrobenzene(5307-14-2) Related Product Information
2,3,5,6-TETRAMETHYL-1,4-PHENYLENEDIAMINE N,N-Diethyl-1,4-phenylenediamine m-Phenylenediamine 2-Nitrotoluene p-Phenylenediamine 2-Nitrobenzaldehyde 4-tert-Butyl-2-nitrophenol 2-Nitro-4-methylsulfonyltoluene 1,3-Diaminoguanidine monohydrochloride 2-Nitrobenzoic acid o-Phenylenediamine 4-Aminodiphenylamine N,N-Dimethyl-1,4-phenylenediamine Ilaprazole Impurity 2-[[(4-Methoxy-3-methyl-2-pyridinyl)methyl]thio]-6-(1H-pyrrol-1-yl)-1H-benzimidazole 2,4-Dinitrodiphenylamine 2-Chloro-4,6-dinitroaniline 1,3-Dinitrobenzene