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60-09-3

60-09-3 Structure

60-09-3 Structure
IdentificationMore
[Name]

4-AMINOAZOBENZENE
[CAS]

60-09-3
[Synonyms]

4-(2-PHENYLDIAZ-1-ENYL)ANILINE
4-AMINOAZOBENZENE
4-BENZENEAZOANILINE
4-PHENYLAZOANILINE
4-PHENYLAZO-PHENYLAMINE
4-(PHENYLDIAZENYL)ANILINE
AMINOAZOBENZENE
AMINOAZOBENZENE(4-)
Aminoazobenzol
ANILINE YELLOW
ANILINE YELLOW, ALCOHOL SOLUBLE
ANILINE YELLOW, ALC SOLUBLE
CI 11000
CI NO 11000
OIL YELLOW B
P-AMINOAZOBENZENE
PARA AMINO AZOBENZENE
P-PHENYLAZOANILINE
SOLVENT YELLOW 1
SPECS AC-907/25014309
[EINECS(EC#)]

200-453-6
[Molecular Formula]

C12H11N3
[MDL Number]

MFCD00007854
[Molecular Weight]

197.24
[MOL File]

60-09-3.mol
Chemical PropertiesBack Directory
[Appearance]

4-Aminoazobenzene forms yellow to tan crystals or orange needles.
[Melting point ]

123-126 °C(lit.)
[Boiling point ]

>360 °C(lit.)
[density ]

1.2828 (rough estimate)
[refractive index ]

1.6500 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[Colour Index ]

11000
[form ]

neat
[pka]

2.82(at 25℃)
[color ]

Yellow crystals or orange needles with blue case from EtOH
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Water Solubility ]

29.59mg/L(25 ºC)
[Merck ]

419
[BRN ]

1913042
[Henry's Law Constant]

1.1×105 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

cleaning products
cosmetics
environmental
food and beverages
personal care
[InChI]

1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2/b15-14+
[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.
[InChIKey]

QPQKUYVSJWQSDY-CCEZHUSRSA-N
[SMILES]

Nc1ccc(cc1)\N=N/c2ccccc2
[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]

60-09-3(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

powder
[Definition]

ChEBI: Azobenzene substituted at one of the 4-positions by an amino group.
[Uses]

In form of its salts in dyeing; intermediate in manufacture of Acid Yellow, diazo dyes and indulines.
[General Description]

Odorless brownish-yellow needles with bluish coating, or an orange powder.
[Reactivity Profile]

4-AMINOAZOBENZENE(60-09-3) 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].
[Air & Water Reactions]

Dust may form an explosive mixture in air. Insoluble in water.
[Hazard]

Possible carcinogen.
[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
[Fire Hazard]

Flash point data for this chemical are not available; however, 4-AMINOAZOBENZENE is probably combustible.
[First aid]

Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24 to 48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.
[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
[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
[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.
[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.
[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.
Standard Light Fastness Heat-resistant(℃) Water Sodium Carbonate(5%) Hydrochloric acid(5%)
Melting point Stable
ISO Good 125 140 Good Good Good
[Purification Methods]

Crystallise this dye from EtOH, CCl4, pet ether/*C6H6, or a MeOH/H2O mixture. [Beilstein 16 IV 445.]
Safety DataBack Directory
[Hazard Codes ]

T,N,Xi
[Risk Statements ]

R45:May cause cancer.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

BY8225000
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[HazardClass ]

IRRITANT
[PackingGroup ]

III
[HS Code ]

29270000
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 1B
Skin Sens. 1
[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
[Hazardous Substances Data]

60-09-3(Hazardous Substances Data)
[Toxicity]

LD50 intraperitoneal in mouse: 200mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

4-AMINOAZOBENZENE-->Aniline
[Preparation Products]

disperse Yellow RGFL-->disodium 5-(4-(4-sulphophenylazo)phenylazo)salicylate-->Acid Red 73-->Sumilight Supra Orangl 2GL-->photochromic azobenzene polymer-->DIAMINE GREEN B-->5-CHLORO-2-NITRODIPHENYLAMINE-->Sudan Red 7B-->Sudan Red 7B-->4-AMINOAZOBENZENE-->4-[4-(PHENYLAZO)PHENYLAZO]-O-CRESOL-->4-Amino-5-hydroxy-3-[(4-nitrophenyl)azo]-6-[[4-(phenylazo)phenyl]azo]naphthalene-2,7-disulfonic acid disodium salt-->Solvent Red 110-->SOLVENT RED 30-->DISPERSE YELLOW 56-->Benzenamine, 4-(phenylazo)-, reaction products with aniline and aniline hydrochloride, (Z)-9-octadecenoate-->Solvent Orange 14-->Acid Red 73-->Solvent Red 23-->Disperse Red 151
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

aminoazobenzol(60-09-3).msds
Spectrum DetailBack Directory
[Spectrum Detail]

4-AMINOAZOBENZENE(60-09-3)MS
4-AMINOAZOBENZENE(60-09-3)1HNMR
4-AMINOAZOBENZENE(60-09-3)13CNMR
4-AMINOAZOBENZENE(60-09-3)IR1
4-AMINOAZOBENZENE(60-09-3)IR2
4-AMINOAZOBENZENE(60-09-3)IR3
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

60-09-3(sigmaaldrich)
[TCI AMERICA]

4-Aminoazobenzene,>95.0%(T)(60-09-3)
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