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| | 4-AMINOAZOBENZENE Basic information |
| | 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) | | solubility | Chloroform (Slightly), Methanol (Slightly) | | pka | 2.82(at 25℃) | | form | neat | | Colour Index | 11000 | | 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 Reference | 60-09-3(CAS DataBase Reference) | | IARC | 2B (Vol. 8, Sup 7) 1987 | | NIST Chemistry Reference | Benzenamine, 4-(phenylazo)-(60-09-3) | | EPA Substance Registry System | 4-Aminoazobenzene (60-09-3) |
| | 4-AMINOAZOBENZENE Usage And Synthesis |
| Description | This 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 Properties | 4-Aminoazobenzene forms yellow to tan crystals or orange needles. | | Chemical Properties | powder | | Uses | In form of its salts in dyeing; intermediate in manufacture of Acid Yellow, diazo dyes and indulines. | | Uses | as 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. | | Preparation | commonly 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. | | Definition | ChEBI: Azobenzene substituted at one of the 4-positions by an amino group. | | General Description | Odorless brownish-yellow needles with bluish coating, or an orange powder. | | Air & Water Reactions | Dust may form an explosive mixture in air. Insoluble in water. | | Reactivity Profile | 4-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]. | | Hazard | Possible carcinogen. | | Fire Hazard | Flash point data for 4-AMINOAZOBENZENE are not available; however, 4-AMINOAZOBENZENE is probably combustible. | | Contact allergens | This 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 Profile | Confirmed 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 Exposure | An 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 | | Shipping | UN2811 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 Applications | green 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.
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Standard
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Light Fastness
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Heat-resistant(℃)
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Water
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Sodium Carbonate(5%)
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Hydrochloric acid(5%)
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Melting point
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Stable
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ISO
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Good
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125
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140
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Good
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Good
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Good
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| | Purification Methods | Crystallise this dye from EtOH, CCl4, pet ether/*C6H6, or a MeOH/H2O mixture. [Beilstein 16 IV 445.] | | Incompatibilities | Dust 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 |
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