ChemicalBook > Product Catalog > Organic Chemistry > Diazo,azo Or azoxy Compounds > 4-AMINOAZOBENZENE
4-AMINOAZOBENZENE Chemical Properties
- Melting point:123-126 °C(lit.)
- Boiling point:>360 °C(lit.)
- Density 1.2828 (rough estimate)
- refractive index 1.6500 (estimate)
- form neat
- Colour Index 11000
- pka2.82(at 25℃)
- color Yellow crystals or orange needles with blue case from EtOH
- Water Solubility 29.59mg/L(25 ºC)
- Merck 14,419
- BRN 1913042
- Stability:Stable. Incompatible with strong oxidizing agents.
- CAS DataBase Reference60-09-3(CAS DataBase Reference)
- NIST Chemistry ReferenceBenzenamine, 4-(phenylazo)-(60-09-3)
- IARC2B (Vol. 8, Sup 7) 1987
- EPA Substance Registry System4-Aminoazobenzene (60-09-3)
- Hazard Codes T,N,Xi
- Risk Statements 45-50/53-36/37/38-20/21/22-46
- Safety Statements 53-45-60-61-36/37/39-26-22
- RIDADR UN 3077 9/PG 3
- WGK Germany 3
- RTECS BY8225000
- HazardClass IRRITANT
- PackingGroup III
- HS Code 29270000
- Hazardous Substances Data60-09-3(Hazardous Substances Data)
- ToxicityLD50 intraperitoneal in mouse: 200mg/kg
4-AMINOAZOBENZENE Usage And Synthesis
- DescriptionThis azoic coloring can be reduced in paraphenylenediamine (PPD). It ean be found in some semipermanent hair dyes, and patch tests are frequently positive (about 30%) in hairdressers with hand dermatitis. Because of cross-sensitivity, the detection of sensitization to p-aminoazobenzene may be assumed by a PPD test.
- Chemical Properties4-Aminoazobenzene forms yellow to tan crystals or orange needles.
- Chemical Propertiespowder
- UsesIn form of its salts in dyeing; intermediate in manufacture of Acid Yellow, diazo dyes and indulines.
- Usesas a dye for lacquer, varnish, wax products, oi! stains and styrene res ins; in insecticides; used as an intermediate in the manufacture of Acid Yellow, diazo dyes and indulines.
- Preparationcommonly known as Aniline Yellow. (a) aniline?hydrochloride solution added to a aniline?diazonium salt, and slowly, until aniline?diazonium salt salt disappear so far. Then in contain a small amount of aniline?hydrochloride aniline?solution will product (Diazoaminobenzene) 30 ~ 40 ℃ heating 2 ~ 3 hours,??acidified to form 4-(Phenyldiazenyl)benzenamine??hydrochloride and crystalline precipitates. In order to obtain 4-(Phenyldiazenyl)benzenamine?times the company, and then 4-(Phenyldiazenyl)benzenamine hydrochloride dissolved in water and mercerized. (B) aniline?diazotization and coupling anilino-methanesulfonic acid, sodium hydroxide solution and then with boiled together, hydrolyzed mesylate.
- DefinitionChEBI: Azobenzene substituted at one of the 4-positions by an amino group.
- General DescriptionOdorless brownish-yellow needles with bluish coating, or an orange powder.
- Air & Water ReactionsDust may form an explosive mixture in air. Insoluble in water.
- Reactivity Profile4-AMINOAZOBENZENE can detonate, particularly if sensitized by the presence of metal salts or strong acids. May form toxic gases with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. May form flammable gases with alkali metals. May react explosively with strong oxidizing agents, metal salts, peroxides, and sulfides. Emits toxic fumes of oxides of nitrogen when heated to decomposition (over 350°C) [Sax, 2nd ed., 1965, p. 417].
- HazardPossible carcinogen.
- Fire HazardFlash point data for 4-AMINOAZOBENZENE are not available; however, 4-AMINOAZOBENZENE is probably combustible.
- Contact allergensThis azoic coloring can be reduced in para-phenylenediamine (PPD). It can be found in some semi-permanent hair dyes and patch tests are frequently positive (about 30%) in hairdressers with hand dermatitis. Because of hydrolysis of the azo bond, the detection of sensitization to p-aminoazobenzene may be assumed by a PPD test.
- Safety ProfileConfirmed carcinogen with experimental neoplastigenic and tumorigenic data. Poison by intraperitoneal route. An experimental teratogen. Mutation data reported. Used as a dye for lacquer, varnish, wax products, oil stains, and styrene resins. When heated to decomposition it emits toxic fumes of NOx. See also AMINES
- Potential ExposureAn azo compound used in form of salts in dyeing; used as intermediate in manufacture of acid yellow and diazo dyes; in insecticides, waxes, lacquers, varnishes, stains, styrene resins
- ShippingUN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required
- Properties and Applicationsgreen light yellow to red light yellow. Melting point is 127.5 ℃, its hydrochloride for blue crystal. Soluble in ethanol, slightly soluble in water for yellow. In concentrated sulfuric acid for brown, red after diluted solution; In hydrochloric acid solution for red, boil color disappear. Used for alcohol soluble paint, varnish, paraffin wax, oil, synthetic resin coloring.
Standard Light Fastness Heat-resistant(℃) Water Sodium Carbonate(5%) Hydrochloric acid(5%) Melting point Stable ISO Good 125 140 Good Good Good
- Purification MethodsCrystallise this dye from EtOH, CCl4, pet ether/*C6H6, or a MeOH/H2O mixture. [Beilstein 16 IV 445.]
- IncompatibilitiesDust may form explosive mixture with air. Azo compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. This chemicalis sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents
4-AMINOAZOBENZENE Preparation Products And Raw materials
- NACETYLNMETHYLNNDIMETHYL4AMINOAZOBENZENE,NACETYLNMETHYLNNDIMETHYL4AMINOAZOBENZENE N-ACETOXY-N-METHYL-4-AMINOAZOBENZENE,N-ACETOXY-N-METHYL-4-AMINOAZOBENZENE 4FLUORO4AMINOAZOBENZENE,4FLUORO4AMINOAZOBENZENE 3-methoxy-4-aminoazobenzene,3-methoxy-4-aminoazobenzene 4'-METHOXYCARBONYL-N-ACETOXY-N-METHYL-4-AMINOAZOBENZENE,4'-METHOXYCARBONYL-N-ACETOXY-N-METHYL-4-AMINOAZOBENZENE 3-(glutathion-S-yl)-N-methyl-4-aminoazobenzene,3-(glutathion-S-yl)-N-methyl-4-aminoazobenzene 4METHOXY4AMINOAZOBENZENE,4METHOXY4AMINOAZOBENZENE N-benzoyloxy-N-methyl-4-aminoazobenzene,N-benzoyloxy-N-methyl-4-aminoazobenzene 4'-HYDROXY-N-METHYL-4'-AMINOAZOBENZENE,4'-HYDROXY-N-METHYL-4'-AMINOAZOBENZENE 2-methoxy-4-aminoazobenzene,2-methoxy-4-aminoazobenzene ACID RED 150 ACID RED 151 Disperse Yellow 3 1-(4-NITROPHENYLAZO)-2-NAPHTHOL ACID BLUE 120 Acid Red 73 ACID RED 66 ACID BLUE 113
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