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)

Colour Index 

11000

pka

2.82(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 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

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 Data

60-09-3(Hazardous Substances Data)

Toxicity

LD50 intraperitoneal in mouse: 200mg/kg

MSDS

• Language:English Provider:SigmaAldrich

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.

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.]

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

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