2,4,6-Trimethylaniline

(Non-Specific -- Poisonous Liquid, n.o.s.) Keep unnecessary people away; isolate hazard area and deny entry. Stay upwind; keep out of low areas. Ventilate closed spaces before entering them. Wear positive pressure breathing apparatus and special protective clothing. If water pollution occurs, notify appropriate authorities.

Signs and Symptoms of Aniline, 2,4,6-Trimethyl- Exposure: Acute exposure to aniline, 2,4,6-trimethyl- may result in eye and skin irritation and cyanosis. Headache, nausea, dizziness, and weakness may also occur. Repeated exposure to aniline, 2,4,6- trimethyl- may cause a decrease in the peripheral vision and photosensitivity of the eye.

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

0.26 [mg/m3]

2.9 [mg/m3]

10 [mg/m3]

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 198(SRC), determined from a structure estimation method(2), indicates that 2,4,6-trimethylaniline is expected to have moderate mobility in soil(SRC). However, aromatic amines (including anilines) bind to humate found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humate carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Also, a pKa value of 4.38(4) suggests that 2,4,6-trimethylaniline will partially exist in the protonated form in moist soils and the protonated form of 2,4,6-trimethylaniline is expected to bind strongly to soil surfaces. Volatilization of 2,4,6-trimethylaniline from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.7X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(5). 2,4,6-Trimethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.067 mm Hg(SRC), determined from a fragment constant method(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 198(SRC), determined from an estimation method(2), indicates that 2,4,6-trimethylaniline is expected to slightly adsorb to sediment and suspended solids in water(SRC). In a biodegradation study of 2,4,6-trimethylaniline in a mixed domestic/industrial treatment plant, 0-9% degraded at a concentration of 20 mg/l after 6 hours and 25 °C(3). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 2.7X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 11 and 120 days, respectively(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humate material in the water column(6). However, aromatic amines (including anilines) bind to humate found in water in two phases(6). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humate carbonyls(6). Subsequently, there is a slow reaction that is not readily reversed(6). A pKa of 4.38(7) suggests that 2,4,6-trimethylaniline will partially exist in the protonated form in the aqueous environments and the protonated form of 2,4,6-trimethylaniline is not expected to volatilize from water. According to a classification scheme(8), an estimated BCF of 25(SRC), from an estimated log Kow of 2.72(9) and a regression-derived equation(10), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4,6-trimethylaniline, which has an estimated vapor pressure of 0.067 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,4,6-trimethylaniline is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6.7 hrs(SRC), calculated from its rate constant of 5.7X10-11 cu cm/molecule-sec at 25 °C(SRC) determined using a structure estimation method(3).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,4,6-trimethylaniline can be estimated to be 198(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,4,6-trimethylaniline is expected to have moderate mobility in soil. However, primary amines(including anilines) bind to humate found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humate carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3).

...WORKERS WHO HAD BEEN ENGAGED FOR ELEVEN TO TWENTY YR IN MFR OF MESIDINE & ANILINE WERE REPORTED TO HAVE NARROWING OR PERIPHERAL VISUAL FIELDS, INCR IN SIZE OF BLIND SPOT, & DECR IN "PHOTOSENSITIVITY," FOR WHICH MESIDINE WAS THOUGHT TO BE RESPONSIBLE.

AEROBIC: In a pure culture study using Escherichia coli B, 2,4,6-trimethylaniline was not found to degrade after 7 days incubation at 37 °C in total darkness(1). 2,4,6-Trimethylaniline exhibited 0-9% depletion at 20 mg/l after 6 hrs @ 25 °C in a mixed domestic/industrial treatment plant(2).

2,4,6-Trimethylaniline

Group 3: Not classifiable as to its carcinogenicity to humans

Volume 27: (1982) Some Aromatic Amines, Anthraquinones and Nitroso Compounds, and Inorganic Fluorides Used in Drinking-water and Dental Preparations

1987

1987

An estimated BCF of 25 was calculated for 2,4,6-trimethylaniline(SRC), using an estimated log Kow of 2.72(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

The Henry's Law constant for 2,4,6-trimethylaniline is estimated as 2.7X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,4,6-trimethylaniline is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 11 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 120 days(SRC). However, aromatic amines (including anilines) bind to humate found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humate carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). A pKa of 4.38(4) suggests that 2,4,6-trimethylaniline will partially exist in the protonated form in the aqueous environments and the protonated form of 2,4,6-trimethylaniline is not expected to volatilize from water. 2,4,6-Trimethylaniline's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 2,4,6-Trimethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.067 mm Hg(SRC), determined from a fragment constant method(5).

...PROVED PARTICULARLY TOXIC TO RETINA WHEN GIVEN TO RATS & RABBITS, PRODUCING MORPHOLOGIC CHANGES IN RETINA.

... IT HAS BEEN FOUND THAT 2,4,6-TRIMETHYLANILINE PRODUCES LIVER TUMORS IN RATS.

TESTED FOR LONG-TERM TOXICITY BY DIETARY ADMIN TO MALE CHARLES RIVER RATS & MALE & FEMALE HAM/1CR MICE. 2,4,6-TRIMETHYLANILINE LED TO TUMORS IN 1 OR MORE TISSUES IN ALL 3 ANIMAL MODELS & ALSO LED TO CIRRHOSIS OF LIVER IN RATS ONLY.

PITUITARY TUMOR WAS INDUCED IN FEMALE INBRED BUF RAT ON 18-MO DIET CONTAINING 1.1 MMOLE 2,4,6-TRIMETHYLANILINE/KG. IN 6TH TRANSFER, THIS TUMOR DEVELOPED INTO 2 LINES OF TRANSPLANTABLE TUMORS WITH DIFFERENT CHARACTERISTICS.

The rate constant for the vapor-phase reaction of 2,4,6-trimethylaniline with photochemically-produced hydroxyl radicals has been estimated as 5.7X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6.7 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,4,6-Trimethylaniline is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm).

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Aniline, 2,4,6-trimethyl- is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 lbs.