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4-AMINOAZOBENZENE structure

4-AMINOAZOBENZENE

CAS：60-09-3
MW:197.241
MF：C12H11N3

This azoic coloring can be reduced in paraphenylenediamine(PPD). It ean be found in some semipermanenthair dyes, and patch tests are frequentlypositive (about 30%) in hairdressers with handdermatitis. Because of cross-sensitivity, the detectionof sensitization to p-aminoazobenzene may be assumedby a PPD test. View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 4-AMINOAZOBENZENE

1.2 Synonyms: 4-(2-PHENYLDIAZ-1-ENYL)ANILINE; 4-(PHENYLDIAZENYL)ANILINE; 4-[(E)-Phenyldiazenyl]aniline; 4-Aminoazobenzene,CI 11000; 4-Aminoazobenzol; 4-BENZENEAZOANILINE; AAB; Aniline Yellow (VAN); Aniline, p-(phenylazo)-; Azobenzene, 4-amino-; Benzenamine, 4- (phenylazo)-; benzenamine, 4-(phenylazo)-; Benzenamine, 4-(phenylazo)-, (E)-; Benzenamine, 4-[(E)-2-phenyldiazenyl]-; benzenamine, 4-[(E)-phenylazo]-; Brasilazina Oil Yellow G; C.I. Solvent Yellow 1; C.I. Solvent Yellow 1 (8CI); cellitazol r; Ceres Yellow R; EINECS 200-453-6; Fast Spirit Yellow; Fat Yellow AAB; MFCD00007854; Oil soluble Aniline Yellow; Oil Yellow AAB; Oil Yellow AB; Oil Yellow AB (VAN); Oil Yellow AN; Oil Yellow B; Organol Yellow 2A; p-(Phenylazo)aniline; p-(Phenylazo)phenylamine; p-Aminodiphenylimide; P-PHENYLAZOANILINE; p-Phenylazophenylamine; SOLVENT YELLOW 1; Somalia Yellow 2G; Sudan Yellow R;

1.3 CAS No.: 60-09-3

1.4 CID: 6051

1.5 EINECS: 200-453-6

1.6 Molecular Formula: C12H11N3

1.7 Inchi: InChI=1S/C12H11N3/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H,13H2

1.8 InChkey: QPQKUYVSJWQSDY-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N

1.10 Isomers Smiles: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N

2. Properties

2.1 Solubility: 29.59mg/L(25 ºC)

2.2 Appearance: Orange powder

2.3 Chemical Properties: 4-Aminoazobenzene forms yellow to tan crystals or orange needles.

2.4 Color/Form: Brownish-yellow needles with bluish cast
Orange monoclinic needles from alcohol
Yellow to tan crystals

2.5 Contact Allergens: This azoic coloring can be reduced in para-phenylenediamine(PPD). It can be found in some semi-permanenthair dyes and patch tests are frequently positive(about 30%) in hairdressers with hand dermatitis.Because of hydrolysis of the azo bond, the detection ofsensitization to p-aminoazobenzene may be assumedby a PPD test.

2.6 pKa: 2.82(at 25℃)

2.7 Water Solubility: Freely sol in alcohol, benzene, chloroform, ether
In water, 32 mg/L at 25 deg C

2.8 Spectral Properties: MAX ABSORPTION (ALCOHOL): 251 NM (LOG E= 4.0); 384 NM (LOG E= 4.4)
Intense mass spectral peaks: 92 m/z (100%), 197 m/z (53%), 65 m/z (50%), 77 m/z (34%)
IR: 8032 (Sadtler Research Laboratories IR Grating Collection)
UV: 142 (Sadtler Research Laboratories Spectral Collection)
1H NMR: 17244 (Sadtler Research Laboratories Spectral Collection)
MASS: 8756 (NIST/EPA/MSDC Mass Spectral database, 1990 version)

2.9 Stability: Stable. Incompatible with strong oxidizing agents.

3. Use and Manufacturing

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

3.2 Description: 4-AMINOAZOBENZENE (CAS 60-09-3) is a yellow crystalline solid that is commonly used in the production of dyes and pigments. Its basic structure consists of a benzene ring with an azo group (-N=N-) and an amino group (-NH2) attached. This compound is sparingly soluble in water, but it can dissolve in organic solvents such as ethanol and acetone. 4-AMINOAZOBENZENE has a melting point of 126-129°C and a boiling point of 288-290°C.

Applicable Fields
Textile Industry: 4-AMINOAZOBENZENE is widely used in the textile industry as a dye intermediate. It is used to produce various azo dyes, which are known for their vibrant colors. The mechanism of action involves the formation of covalent bonds between the dye molecules and the fabric, resulting in a permanent coloration.

Storage Conditions
Store in a cool, dry place.

3.3 General Description: Odorless brownish-yellow needles with bluish coating, or an orange powder.

3.4 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

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

3.6 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

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

4. Safety and Handling

4.1 Octanol/Water Partition Coefficient: log Kow = 3.41

4.2 Fire Hazard: Flash point data for 4-AMINOAZOBENZENE are not available; however, 4-AMINOAZOBENZENE is probably combustible.

4.3 Other Preventative Measures: ... Contact lenses should not be worn when working with this chemical. Wear dust-proof chemical goggles and face shield unless full face-piece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash.
PRECAUTIONS FOR "CARCINOGENS": Smoking, drinking, eating, storage of food or of food & beverage containers or utensils, & the application of cosmetics should be prohibited in any laboratory. All personnel should remove gloves, if worn, after completion of procedures in which carcinogens have been used. They should ... wash ... hands, preferably using dispensers of liq detergent, & rinse ... thoroughly. Consideration should be given to appropriate methods for cleaning the skin, depending on nature of the contaminant. No standard procedure can be recommended, but the use of organic solvents should be avoided. Safety pipettes should be used for all pipetting. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": In animal laboratory, personnel should remove their outdoor clothes & wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... Clothing should be changed daily but ... discarded immediately if obvious contamination occurs ... /also,/ workers should shower immediately. In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. If gowns are of distinctive color, this is a reminder that they should not be worn outside of lab. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": ... Operations connected with synth & purification ... should be carried out under well-ventilated hood. Analytical procedures ... should be carried out with care & vapors evolved during ... procedures should be removed. ... Expert advice should be obtained before existing fume cupboards are used ... & when new fume cupboards are installed. It is desirable that there be means for decreasing the rate of air extraction, so that carcinogenic powders can be handled without ... powder being blown around the hood. Glove boxes should be kept under negative air pressure. Air changes should be adequate, so that concn of vapors of volatile carcinogens will not occur. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": Vertical laminar-flow biological safety cabinets may be used for containment of in vitro procedures ... provided that the exhaust air flow is sufficient to provide an inward air flow at the face opening of the cabinet, & contaminated air plenums that are under positive pressure are leak-tight. Horizontal laminar-flow hoods or safety cabinets, where filtered air is blown across the working area towards the operator, should never be used ... Each cabinet or fume cupboard to be used ... should be tested before work is begun (eg, with fume bomb) & label fixed to it, giving date of test & avg air-flow measured. This test should be repeated periodically & after any structural changes. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": Principles that apply to chem or biochem lab also apply to microbiological & cell-culture labs ... Special consideration should be given to route of admin. ... Safest method of administering volatile carcinogen is by injection of a soln. Admin by topical application, gavage, or intratracheal instillation should be performed under hood. If chem will be exhaled, animals should be kept under hood during this period. Inhalation exposure requires special equipment. ... Unless specifically required, routes of admin other than in the diet should be used. Mixing of carcinogen in diet should be carried out in sealed mixers under fume hood, from which the exhaust is fitted with an efficient particulate filter. Techniques for cleaning mixer & hood should be devised before expt begun. When mixing diets, special protective clothing &, possibly, respirators may be required. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": When ... admin in diet or applied to skin, animals should be kept in cages with solid bottoms & sides & fitted with a filter top. When volatile carcinogens are given, filter tops should not be used. Cages which have been used to house animals that received carcinogens should be decontaminated. Cage-cleaning facilities should be installed in area in which carcinogens are being used, to avoid moving of ... contaminated /cages/. It is difficult to ensure that cages are decontaminated, & monitoring methods are necessary. Situations may exist in which the use of disposable cages should be recommended, depending on type & amt of carcinogen & efficiency with which it can be removed. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": To eliminate risk that ... contamination in lab could build up during conduct of expt, periodic checks should be carried out on lab atmospheres, surfaces, such as walls, floors & benches, & ... interior of fume hoods & airducts. As well as regular monitoring, check must be carried out after cleaning-up of spillage. Sensitive methods are required when testing lab atmospheres. ... Methods ... should ... where possible, be simple & sensitive. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": Rooms in which obvious contamination has occurred, such as spillage, should be decontaminated by lab personnel engaged in expt. Design of expt should ... avoid contamination of permanent equipment. ... Procedures should ensure that maintenance workers are not exposed to carcinogens. ... Particular care should be taken to avoid contamination of drains or ventilation ducts. In cleaning labs, procedures should be used which do not produce aerosols or dispersal of dust, ie, wet mop or vacuum cleaner equipped with high-efficiency particulate filter on exhaust, which are avail commercially, should be used. Sweeping, brushing & use of dry dusters or mops should be prohibited. Grossly contaminated cleaning materials should not be re-used ... If gowns or towels are contaminated, they should not be sent to laundry, but ... decontaminated or burnt, to avoid any hazard to laundry personnel. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": Doors leading into areas where carcinogens are used ... should be marked distinctively with appropriate labels. Access ... limited to persons involved in expt. ... A prominently displayed notice should give the name of the Scientific Investigator or other person who can advise in an emergency & who can inform others (such as firemen) on the handling of carcinogenic substances. /Chemical Carcinogens/

4.4 Cleanup Methods: PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

4.5 DisposalMethods: SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": HEPA (high-efficiency particulate arrestor) filters ... can be disposed of by incineration. For spent charcoal filters, the adsorbed material can be stripped off at high temp & carcinogenic wastes generated by this treatment conducted to & burned in an incinerator. ... LIQUID WASTE: ... Disposal should be carried out by incineration at temp that ... ensure complete combustion. SOLID WASTE: Carcasses of lab animals, cage litter & misc solid wastes ... should be disposed of by incineration at temp high enough to ensure destruction of chem carcinogens or their metabolites. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": ... Small quantities of ... some carcinogens can be destroyed using chem reactions ... but no general rules can be given. ... As a general technique ... treatment with sodium dichromate in strong sulfuric acid can be used. The time necessary for destruction ... is seldom known ... but 1-2 days is generally considered sufficient when freshly prepd reagent is used. ... Carcinogens that are easily oxidizable can be destroyed with milder oxidative agents, such as saturated soln of potassium permanganate in acetone, which appears to be a suitable agent for destruction of hydrazines or of compounds containing isolated carbon-carbon double bonds. Concn of 50% aqueous sodium hypochlorite can also be used as an oxidizing agent. /Chemical Carcinogens/
PRECAUTIONS FOR "CARCINOGENS": Carcinogens that are alkylating, arylating or acylating agents per se can be destroyed by reaction with appropriate nucleophiles, such as water, hydroxyl ions, ammonia, thiols & thiosulfate. The reactivity of various alkylating agents varies greatly ... & is also influenced by sol of agent in the reaction medium. To facilitate the complete reaction, it is suggested that the agents be dissolved in ethanol or similar solvents. ... No method should be applied ... until it has been thoroughly tested for its effectiveness & safety on material to be inactivated. For example, in case of destruction of alkylating agents, it is possible to detect residual compounds by reaction with 4(4-nitrobenzyl)pyridine. /Chemical Carcinogens/

4.6 Fire Fighting Procedures: Use dry chemical, carbon dioxide, water spray, or alcohol foam extinguishers. Poisonous gases are produced in fire including nitrogen oxides. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors, or shows any signs of deforming), withdraw immediately to a secure position. If employees are required to fight fires, they must be properly trained and equipped. OSHA 1910.156.

4.7 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

4.8 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 Preparation Products

4.9 Safety: Hazard Codes: T, N, Xi
Risk Statements: 45-50/53
R45: May cause cancer
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 53-45-60-61
S53: Avoid exposure - obtain special instructions before use
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible)
S60: This material and its container must be disposed of as hazardous waste
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
RTECS: BY8225000
Hazardous Substances Data: 60-09-3(Hazardous Substances Data)

4.10 Specification: 4-Aminoazobenzene (CAS NO.60-09-3) is also called 4-(Phenylazo)aniline ; 4-(Phenylazo)benzenamine ; 4-Amino-1,1'-azobenzene ; 4-Aminoazobenzol ; 4-Benzeneazoaniline ; Aminoazobenzene ; Aniline Yellow ; Aniline, p-(phenylazo)- ; Azobenzene, 4-amino- ; Benzenamine, 4-(phenylazo)- ; Brasilazina Oil Yellow G . 4-Aminoazobenzene (CAS NO.60-09-3) is odorless brownish-yellow needles with bluish coating, or an orange powder. It is insoluble in water and soluble in ethanol, ether, chloroform, benzene and oil. Dust may form an explosive mixture in air. 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) . Flash point data for 4-Aminoazobenzenecan are not available; however, 4-Aminoazobenzenecan is probably combustible.

4.11 Toxicity

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)		National Technical Information Service. Vol. AD277-689,

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Carcinogenicity, Category 1B

Hazardous to the aquatic environment, short-term (Acute) - Category Acute 1

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H350 May cause cancer H410 Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection. P273 Avoid release to the environment.
Response	P308+P313 IF exposed or concerned: Get medical advice/ attention. P391 Collect spillage.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

6. NMR Spectrum

13C NMR : in CDCl3

13C NMR : Predict

1H NMR : 400 MHz in CDCl3

1H NMR : Predict

Predict 1H proton NMR

IR : CCl4 solution

IR : KBr disc

IR : nujol mull

Mass

Mass spectrum (electron ionization)

UV/Visible spectrum

7. Synthesis Route

60-09-3Total: 93 Synthesis Route

622-37-7

622-37-7 4 Suppliers

60-09-3

60-09-3 79 Suppliers

542-15-4

542-15-4

60-09-3

60-09-3 79 Suppliers

8. Precursor and Product

precursor:

542-15-4

542-15-4

142-04-1

142-04-1

938-81-8

938-81-8

2491-52-3

2491-52-3

106-50-3

106-50-3

2684-02-8

2684-02-8

622-37-7

622-37-7

product:

6275-71-4

6275-71-4

29213-03-4

29213-03-4

2922-36-3

2922-36-3

6639-27-6

6639-27-6

4340-77-6

4340-77-6

2491-52-3

2491-52-3

5425-29-6

5425-29-6

3457-98-5

3457-98-5

744-66-1

744-66-1

4550-72-5

4550-72-5

9. Computed Properties

Molecular Weight：197.241g/mol
Molecular Formula：C₁₂H₁₁N₃
Compound Is Canonicalized：True
XLogP3-AA：197.095297364
Monoisotopic Mass：197.095297364
Complexity：201
Rotatable Bond Count：2
Hydrogen Bond Donor Count：1
Hydrogen Bond Acceptor Count：3
Topological Polar Surface Area：50.7
Heavy Atom Count：：15
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBzAAAAAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABQAAAHAAYAAAACAiBEAAwwIBAAACCACRCQACCAAAgAgAIiAAAZIgIICKAkZGAIABgkAAIyAcQAAAAAACAAAAAAAAAAQAAAAAAAAAAAAAAAA==

10.Other Information

Merck: 14,419

BRN: 1913042

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

Melting point: Stable

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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12. Realated Product Infomation

1. Names and Identifiers

1.1 Name
1.2 Synonyms
1.3 CAS No.
1.4 EINECS(EC#)
1.5 Molecular Formula
1.6 Inchi
1.7 InChkey
1.8 Canonical Smiles
1.9 Isomers Smiles

2. Properties

2.1 Solubility
2.2 Appearance
2.3 Chemical Properties
2.4 Color/Form
2.5 Contact Allergens
2.6 pKa
2.7 Water Solubility
2.8 Spectral Properties
2.9 Stability

3. Use and Manufacturing

3.1 Definition
3.2 Description
3.3 General Description
3.4 Potential Exposure
3.5 Purification Methods
3.6 Shipping
3.7 Usage

4. Safety and Handling

4.1 Octanol/Water Partition Coefficient
4.2 Fire Hazard
4.3 Other Preventative Measures
4.4 Cleanup Methods
4.5 DisposalMethods
4.6 Fire Fighting Procedures
4.7 Safety Profile
4.8 Incompatibilities
4.9 Safety
4.10 Specification
4.11 Toxicity

6. NMR Spectrum

7. Synthesis Route

8. Precursor and Product

9. Computational chemical data

10. Other Information

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