O-AMINOAZOTOLUENE Chemical Properties

Melting point:

101-102 °C

Boiling point:

356.8°C (rough estimate)

Density 

1.1303 (rough estimate)

refractive index 

1.5770 (estimate)

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

3.01±0.10(Predicted)

form 

Powder

Colour Index 

11160

color 

Red-brown

PH

pH : 1.4～2.8

Water Solubility 

7mg/L(37 ºC)

Merck 

14,420

BRN 

6506005

Stability:

Light Sensitive

CAS DataBase Reference

97-56-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 2-methyl-4-[(2-methylphenyl)azo]-(97-56-3)

IARC

2B (Vol. 8, Sup 7) 1987

EPA Substance Registry System

C.I. Solvent Yellow 3 (97-56-3)

Safety Information

Hazard Codes 

T

Risk Statements 

45-22-43-35

Safety Statements 

53-45-36/37/39-26

RIDADR 

UN 1789 8/PG 2

WGK Germany 

3

RTECS 

XU8800000

TSCA 

Yes

HS Code 

29270000

Hazardous Substances Data

97-56-3(Hazardous Substances Data)

Toxicity

LD50 oral in dog: 300mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

O-AMINOAZOTOLUENE Usage And Synthesis

Chemical Properties

red-brown crystalline powder

Chemical Properties

Aminoazotoluene forms golden yellow or reddish-brown crystalline solid.

Uses

C.I. 11160

Uses

Coloring oils, fats and waxes; manufacture of pigments. Chemical intermediate for the production of dyes.

Definition

ChEBI: Ortho-Aminoazotoluene is a member of azobenzenes.

Preparation

(a) will Sodium nitrite (1 Moore) to join O-Methylaniline (8.5 Moore) and hydrochloric acid (1 Moore), the temperature is maintained at 28 ℃ below, until diazotization finish. Add a small amount of hydrochloric acid (about 0.2 Moore), and heating (40 ℃, 3 hours), in order to separate, with Sodium hydroxide for mercerization, and distillation reservoir. In order to get the refined products, usable alcohol recrystallization; (b) O-Methylaniline?diazotization, and O-Methylaniline?base Methanesulfonic acid coupling, and then with Sodium hydroxide solution common boiling, hydrolysis off Methanesulfonic acid base.

General Description

Reddish-brown to golden crystals; orangish red powder. Odorless.

Air & Water Reactions

Dust may form an explosive mixture in air. Insoluble in water.

Reactivity Profile

O-AMINOAZOTOLUENE is an azo compound. Azo, diazo, azido 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. O-AMINOAZOTOLUENE is sensitive to prolonged exposure to heat. O-AMINOAZOTOLUENE is incompatible with strong oxidizing agents.

Hazard

Possible carcinogen.

Fire Hazard

Flash point data for O-AMINOAZOTOLUENE are not available. O-AMINOAZOTOLUENE is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and tumorigenic data. Poison by ingestion. Moderately toxic by subcutaneous route. An experimental teratogen. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES.

Potential Exposure

An azo compound used in dyes, medicines; as a colorant in shoe polishes and other wax-based polishes.

Carcinogenicity

o-Aminoazotoluene is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Properties and Applications

yellow. In the ethanol for yellow sheet crystallization, melting point 100 ℃. Soluble in Acetone, ethanol, Cellosolve and Toluene, insoluble in water. In concentrated sulfuric acid for brown, dilution after red orange solution, and precipitation; In concentrated nitric acid for red brown solution; In concentrated hydrochloric acid partly dissolved for brown; In 10% of the sulfuric acid insoluble; In 10% Sodium hydroxide solution slightly soluble, pale yellow. Dye alcohol solution to join hydrochloric acid red hydrochloride crystal, heating the solution. Used for paraffin color.

Standard	Light Fastness	Heat-resistant(℃)		Water	Sodium Carbonate(5%)	Hydrochloric acid(5%)
		Melting point	Stable
ISO	General	100	150Sublimation	Indissolvable	Indissolvable	Poor

Purification Methods

Recrystallise the dye twice from EtOH, once from *benzene, then dry it in an Abderhalden drying apparatus. [Cilento J Am Chem Soc 74 968 1952, Sawicki J Org Chem 21 605 1956, Beilstein 16 H 334, 16 I 322, 16 II 178, 16 III 386, 16 IV 525.] CARCINOGENIC.

Incompatibilities

Dust may form explosive mixture in 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 chemical is sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents.

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