Tris(2-Chloroethyl)amine

CAS RN: 555-77-1

Environmental Fate

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 672(SRC), determined from a structure estimation method(2), indicates that tris(2-chloroethyl)amine is expected to have low mobility in soil(SRC). Tris(2-chloroethyl)amine has a pKa of 4.64(4) and is expected to exist primarily as the neutral species under neutral or alkaline conditions, but the protonated form will be present under acidic conditions. The protonated form of tris(2-chloroethyl)amine is expected to adsorb to soil surfaces more strongly than the neutral species(SRC). Volatilization of the neutral species of tris(2-chloroethyl)amine from moist soil surfaces is expected to be an important fate process(SRC) based on an estimated Henry's Law constant of 1.85X10-5 atm-cu m/mole(SRC) derived from its vapor pressure, 0.011 mm Hg(3), and water solubility, 160 mg/l(3). The protonated form of tris(2-chloroethyl)amine will not volatilize from moist soil surfaces since cations do not volatilize(SRC). Tris(2-chloroethyl)amine is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Tris(2-chloroethyl)amine was reported to hydrolyze slowly for a nitrogen mustard(5,6), but under alkaline conditions approximately 90-95% degradation was observed after 24 hours(5). Therefore, hydrolysis will be an important environmental fate process in moist soil surfaces.
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 672(SRC), determined from a structure estimation method(2), indicates that tris(2-chloroethyl)amine is expected to adsorb to suspended solids and sediment(SRC). Tris(2-chloroethyl)amine has a pKa of 4.64(3)and is expected to exist primarily as the neutral species in aquatic systems, however under acidic conditions the protonated form may also be present. Volatilization of the neutral species from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.85X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.011 mm Hg(5), and water solubility, 160 mg/l(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 46 hours and 26 days, respectively(SRC). The protonated form of tris(2-chloroethyl)amine will not volatilize from water surfaces since cations do not volatilize(SRC). Tris(2-chloroethyl)amine was reported to hydrolyze slowly for a nitrogen mustard(5,6), but under alkaline conditions approximately 90-95% degradation was observed after 24 hours(5). Therefore, hydrolysis will be an important environmental fate process in water. According to a classification scheme(7), an estimated BCF of 11(SRC), from an estimated log Kow of 2.27(8) and a regression-derived equation(9) suggests the potential for bioconcentration in aquatic organisms is low. Furthermore, hydrolysis should preclude the potential for bioconcentration in aquatic organisms(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tris(2-chloroethyl)amine, which has a vapor pressure of 0.011 mm Hg at 25 deg C(2),is expected to exist solely in the vapor-phase in the ambient atmosphere. Vapor-phase tris(2-chloroethyl)amine 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 1.5 days(SRC), calculated from its rate constant of 1.1X10-11 cu cm/molecule-sec at 25 deg C(SRC), determined using a structure estimation method(3).
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