o-Aminoazotoluene

225.29

225.29

202-591-2

QHZ900P7ZA

26821|1797

DTXSID1020069

C29845

GOLDEN CRYSTALS|REDDISH-BROWN TO YELLOW CRYSTALS|YELLOW LEAVES FROM ALCOHOL

2927000090

50.7

3.92 (est)

Red-brown Powder

0.57 (NTP, 1992)

101-102 °C

Sublimes above 302° F (NTP, 1992)

200.4ºC

1.571

Water solubility= 7.64 mg/l at 25 deg C (est)

2-8°C

7.5X10-7 mm Hg at 25 deg C (extrapolated)

Oral-ratLDL0: 1500mg/kg; Oral mouse LDL0: 800 mg/kg

Flammable; burning produces toxic nitrogen oxide fumes

Henry's Law constant= 2.91X10-8 atm cu-m/mole at 25 °C (est)

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

Azo, Diazo, Azido, Hydrazine, and Azide Compounds

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. This chemical is sensitive to prolonged exposure to heat. This chemical is incompatible with strong oxidizing agents. (NTP, 1992)

UN 1789 8/PG 2

3

45-22-43-35

53-45-36/37/39-26

XU8800000

T

Warehouse ventilated, low temperature and dry

P201-P280-P308 + P313

H317-H350

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 or 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/

National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. o-Aminoazotoluene (97-56-3) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s009amin.pdf]

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Danger|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P201, P202, P261, P272, P280, P281, P302+P352, P308+P313, P321, P333+P313, P363, P405, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|Aggregated GHS information provided by 130 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P272, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P333+P313, P363, P405, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this chemical under refrigerated temperatures. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)|PRECAUTIONS FOR "CARCINOGENS": ... Dispensers of liq detergent /should be available./ ... Safety pipettes should be used for all pipetting. ... In animal laboratory, personnel should ... wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... 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. ... gowns ... /should be/ of distinctive color, this is a reminder that they are not to be worn outside the laboratory. /Chemical Carcinogens/

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/

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/|For more Preventive Measures (Complete) data for 2-AMINO-5-AZOTOLUENE (9 total), please visit the HSDB record page.

PRECAUTIONS FOR "CARCINOGENS": Procurement ... of unduly large amt ... should be avoided. To avoid spilling, carcinogens should be transported in securely sealed glass bottles or ampoules, which should themselves be placed inside strong screw-cap or snap-top container that will not open when dropped & will resist attack from the carcinogen. Both bottle & the outside container should be appropriately labelled. ... National post offices, railway companies, road haulage companies & airlines have regulations governing transport of hazardous materials. These authorities should be consulted before ... material is shipped. /Chemical Carcinogens/|PRECAUTIONS FOR "CARCINOGENS": When no regulations exist, the following procedure must be adopted. The carcinogen should be enclosed in a securely sealed, watertight container (primary container), which should be enclosed in a second, unbreakable, leakproof container that will withstand chem attack from the carcinogen (secondary container). The space between primary & secondary container should be filled with absorbent material, which would withstand chem attack from the carcinogen & is sufficient to absorb the entire contents of the primary container in the event of breakage or leakage. Each secondary container should then be enclosed in a strong outer box. The space between the secondary container & the outer box should be filled with an appropriate quantity of shock-absorbent material. Sender should use fastest & most secure form of transport & notify recipient of its departure. If parcel is not received when expected, carrier should be informed so that immediate effort can be made to find it. Traffic schedules should be consulted to avoid ... arrival on weekend or holiday ... /Chemical Carcinogens/

moderately toxic

WHEN PELLETS OF DIETHYLSTILBESTROL WERE IMPLANTED ALSO, INGESTION OF COLOR /ORTHO-AMINOAZOTOLUENE/ FOR ONLY 60 DAYS WAS SUFFICIENT TO PRODUCE MAXIMUM PERCENTAGE OF LIVER TUMORS (82%).

2-Amino-5-azotoluene is of anthropogenic origin and it is not known to be produced in nature. (SRC)

2-Amino-5-azotoluene is an anthropogenic compound which is used in the manufacture of dyes and medicines(1-2). It may be released to the environment in wastewater(3) and as a fugitive emission during its production and use(SRC).

TERRESTRIAL FATE: If released to soil, 2-amino-5-azotoluene is not expected to be very mobile. Based on its water solubility and octanol/water partition coefficient, estimated soil adsorption coefficients ranging from 1426 to 3236(1-2,SRC) indicate that 2-amino-5-azotoluene will display only low to slight mobility in soil(3). Moreover, its amino group may bind covalently with active sites in soil further limiting its mobility(4,SRC). 2-Amino-5-azotoluene is not expected to volatilize from both moist(1-2,5,SRC) and dry(5,SRC) soils to the atmosphere based on an estimated Henry's Law constant and its vapor pressure.|AQUATIC FATE: If released to water, estimated bioconcentration factors ranging from 196 to 562, obtained from its estimated water solubility(1) and estimated log octanol/water partition coefficient(1) using appropriate regression equations(2), indicate that 2-amino-5-azotoluene may bioconcentrate in fish and aquatic organisms(SRC). Estimated soil adsorption coefficients ranging from 1426 to 3236(1-2,SRC) indicate that it may adsorb to sediment and suspended organic matter(SRC). Based on its estimated Henry's Law constant, 2.91X10-8 atm cu-m/mol at 25 °C(1-3,SRC), 2-amino-5-azotoluene is not expected to volatilize from water to the atmosphere. The estimated half-life for volatilization from a model river 1 m deep flowing at 1 m/sec and a wind speed of 3 m/sec is 1888 days(2,SRC). 2-Amino-5-azotoluene absorbs UV light with lambda max values at 326 nm and 490 nm in alcohol(4) which indicates that it has the potential to undergo direct photochemical degradation in the upper layers of clear water(4,SRC).|ATMOSPHERIC FATE: If released to the atmosphere, 2-amino-5-azotoluene may undergo a rapid gas-phase reaction with photochemically produced hydroxyl radicals. An estimated rate constant for this reaction, 1.42X10-10 cu-cm/molec sec(1,SRC), translates to a half-life of 2.7 hrs(SRC) using an average atmospheric hydroxyl radical concn of 5X10+5 molec/cu-cm(1). 2-Amino-5-azotoluene absorbs UV light with lambda max values at 326 nm and 490 nm in alcohol(2) which indicates that it has the potential to undergo direct photochemical degradation in the atmosphere(2,SRC).

2-Amino-5-azotoluene absorbs UV light with lambda max values at 326 nm and 490 nm in alcohol(1) which indicates that it has the potential to undergo direct photochemical degradation(SRC). An estimated rate constant for the gas-phase reaction of 2-amino-5-azotoluene with photochemically produced hydroxyl radicals of 1.42X10-10 cu-cm/molec sec(2,SRC) translates to a half-life of 2.7 hrs(SRC) using an average atmospheric hydroxyl radical concn of 5X10+5 molec/cu-cm(2).

Based on the estimated water solubility of 2-amino-5-azotoluene, 7.64 mg/L(1,SRC), and an estimated log octanol/water partition coefficient, 3.921(1,SRC), bioconcentration factors ranging from 196-562 can be calculated using appropriate regression equations(2,SRC). These values indicate that 2-amino-5-azotoluene may bioconcentrate in fish and aquatic organisms(SRC).

Based on an estimated water solubility of 7.64 mg/L at 25 °C(1,SRC) and an estimated log octanol/water partition coefficient of 3.92(1,SRC), soil adsorption coefficients ranging from 1426 to 3236 can be obtained for 2-amino-5-azotoluene using appropriate regression equations(2,SRC). These values indicate that it may display slight to low mobility in soil(3). Moreover, the amino group of 2-amino-5-azotoluene may bind covalently with active sites in soil further limiting its mobility(4,SRC).

Based on an estimated Henry's Law constant of 2.91X10-8 atm cu-m/mole at 25 °C(1,SRC) obtained from its extrapolated vapor pressure, 7.5X10-7 mm Hg at 25 °C(2,SRC), and estimated water solubility, 7.64 mg/L at 25 °C(3,SRC), 2-amino-5-azotoluene is expected to volatilize slowly from both water and moist soil to the atmosphere(SRC). Based on this value, the half-life for the volatilization of 2-amino-5-azotoluene from a model river 1 m/deep, flowing at 1 m/sec with a wind speed of 3 m/sec is 1888 days(1,SRC). Based on its vapor pressure, 2-amino-5-azotoluene is also expected to slowly volatilize from dry soil to the atmosphere(SRC).

Occupational exposure to 2-amino-5-azotoluene may occur by inhalation of dust or by dermal contact during it production, formulation or use(1,SRC).|NIOSH (NOES Survey 1981-1984) has statistically estimated that 1449 workers are exposed to 2-amino-5-azotoluene in the USA(1).

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS. (See all compounds classified as Coloring Agents.)

AFTER ORAL DOSING WITH (3)H-AAT FOR 2-4 WK, RADIOACTIVITY WAS FOUND IN NUCLEIC ACIDS & PROTEIN. RADIOACTIVITY COULD NO LONGER BE DETECTED BOUND TO PROTEIN AFTER 28 DAYS, BUT WAS PRESENT IN BOTH RNA & DNA 84 DAYS AFTER SINGLE DOSE OF (3)H-AAT.|USING AUTORADIOGRAPHY WITH (3)H-AAT & IMMUNOFLUORESCENCE, CMPD WAS SHOWN TO BE TAKEN UP BY PERIPORTAL AREAS OF LIVER LOBULES. RADIOACTIVITY WAS DISTRIBUTED IN ALL PARTS OF CELLS; HOWEVER, BY FLUORESCENCE MICROSCOPY AAT-SPECIFIC ANTIGEN WAS DETECTED IN CYTOPLASMIC GRANULES & AROUND MEMBRANES OF NUCLEUS & NUCLEOLUS.

LIVERS OF MICE & RATS DOSED WITH AAT CONTAIN FOUR PREVIOUSLY UNIDENTIFIED CMPD, ONE OF WHICH WAS FOUND LATER TO BE 4,4'-BIS(ORTHO-TOLYLAZO)-2,2'-DIMETHYLAZOBENZENE.|BILE OF RATS DOSED WITH AAT CONTAINS N-GLUCURONIDE OF AAT, N-GLUCURONIDE OF CORRESPONDING 2-HYDROXYMETHYL DERIVATIVE (IE, 4-AMINO-2-HYDROXYMETHYL-3'-METHYLAZOBENZENE, SULFATE & GLUCURONIDES OF 4-AMINO-4'-HYDROXYAZOTOLUENE & N-GLUCURONIDE-O-SULFATE OF 4'-HYDROXYAZOTOLUENE). IN RABBITS, PARA-TOLUENEDIAMINE IS FORMED ... .|AZO LINKAGE OF AAT IS EASILY REDUCED BY YEAST TO GIVE ORTHO-TOLUIDINE & 2-METHYL-1,4-PHENYLENEDIAMINE ... .|[2-methyl-4-(o-tolylazo)phenyl]amine has known human metabolites that include 2'-hydroxymethyl-3-raethyl-4-aminoazoberizene, 4'-hydroxy-o-aminoazotoJuene, and N-hydroxy-oaminoazotohiene.

Increase in the chemical carcinogenicity of aromatic amines due to the presence of methyl groups and aromatic rings is examined. Based on the multistage process of carcinogenesis, data indicate that methyl groups and aromatic amines convert initiators into complete carcinogens. Experiments on rats with aromatic amines show that o-aminoazotoluene and 4-dimethylaminobenzene induce liver tumors. 4-Aminobenzene, considered a tumor initiator, also induces liver tumors in rats. The methyl groups are specifically active; 4-diethylaminobenzene is not carcinogenic whereas 4-dimethylaminobenzene is. Several studies with the aromatic hydrocarbons phenanthrene, chrysene, and benz(a)anthracene show them to be either noncarcinogenic, weakly carcinogenic, or tumor initiators. The methyl derivatives trimethylphenanthrene and 1,2,3,4-tetramethylphenanthrene are weak but not positive skin carcinogens in mice. 7,12-Dimethylbenz(a)anthracene is a very potent tumor promoter. Benzene rings also contribute to the carcinogenic process. It was concluded that in many cases the increase in carcinogenic activity after methyl groups are introduced into the molecule is due to tumor promoting rather than initiating activity.

SYMPTOMS: Symptoms of exposure to this compound may include allergic reactions. This may include eczema of the hands and arms. ACUTE/CHRONIC HAZARDS: This compound is harmful if ingested, inhaled or absorbed through the skin. It may cause irritation. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and nitrogen oxides. (NTP, 1992)|Carcinogens

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

ALLERGIC REACTIONS TO AAT INCL ECZEMA OF HANDS & ARMS ... .|IT IS IMPORTANT TO APPRECIATE THAT THERE IS NO EVIDENCE THAT ... /ORTHO-AMINOAZOTOLUENE/ HAS EVER CAUSED TUMORS IN MAN.

C.I. Solvent Yellow 3

Benzenamine, 2-methyl-4-[2-(2-methylphenyl)diazenyl]-: ACTIVE|... ORTHO-AMINOAZOTOLUENE IS NOT USED IN FOODS, DRUGS, OR COSMETICS; THUS ITS MFR & TESTING DO NOT CONFORM TO RIGID CHEMICAL SPECIFICATIONS & ITS COMPOSITION VARIES TO MEET CUSTOMER ... REQUIREMENTS.|... NOT APPROVED FOR GENERAL FOOD USE IN ANY OF COUNTRIES SURVEYED.

Health Hazards -> Carcinogens