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HomeProduct name list4-AMINOAZOBENZENE

4-AMINOAZOBENZENE

Synonym(s):4-Phenylazoaniline

  • CAS NO.:60-09-3
  • Empirical Formula: C12H11N3
  • Molecular Weight: 197.24
  • MDL number: MFCD00007854
  • EINECS: 200-453-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-23 18:06:45
4-AMINOAZOBENZENE Structural

What is 4-AMINOAZOBENZENE?

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

powder

Chemical properties

4-Aminoazobenzene forms yellow to tan crystals or orange needles.

The Uses of 4-AMINOAZOBENZENE

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

The Uses of 4-AMINOAZOBENZENE

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.

Definition

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

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.

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

Purification Methods

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

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

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

Properties of 4-AMINOAZOBENZENE

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)
NIST Chemistry Reference Benzenamine, 4-(phenylazo)-(60-09-3)
IARC 2B (Vol. 8, Sup 7) 1987
EPA Substance Registry System 4-Aminoazobenzene (60-09-3)

Safety information for 4-AMINOAZOBENZENE

Signal word Danger
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H302:Acute toxicity,oral
H317:Sensitisation, Skin
H350:Carcinogenicity
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P308+P313:IF exposed or concerned: Get medical advice/attention.

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