4-Chlor-2,6-dinitroanilin

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a structure estimation method(2), indicates that 2,6-dinitro-4-chloroaniline is expected to have high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(3,4), suggesting that mobility may be much lower in some soil Volatilization of 2,6-dinitro-4-chloroaniline from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(5). 2,6-Dinitro-4-chloroaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.3X10-6 mm Hg(SRC), determined from a fragment constant method(6). Biodegradation data were not available(SRC, 2007).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a structure estimation method(2), indicates that 2,6-dinitro-4-chloroaniline is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.3X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from an estimated log Kow of 1.93(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(3). Biodegradation data were not available(SRC, 2007).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,6-dinitro-4-chloroaniline, which has an estimated vapor pressure of 7.3X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2,6-dinitro-4-chloroaniline 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 953 days(SRC), calculated from its rate constant of 1.7X10-14 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 2,6-dinitro-4-chloroaniline may be removed from the air by wet or dry deposition(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2,6-dinitro-4-chloroaniline can be estimated to be 100(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,6-dinitro-4-chloroaniline is expected to have high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(3,4), suggesting that mobility may be much lower in some soils(SRC).

An estimated BCF of 3 was calculated in fish for 2,6-dinitro-4-chloroaniline(SRC), using an estimated log Kow of 1.93(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Henry's Law constant for 2,6-dinitro-4-chloroaniline is estimated as 1.3X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2,6-dinitro-4-chloroaniline is expected to be essentially nonvolatile from water surfaces(2). 2,6-Dinitro-4-chloroaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 7.3X10-6 mm Hg(SRC), determined from a fragment constant method(3).

The rate constant for the vapor-phase reaction of 2,6-dinitro-4-chloroaniline with photochemically-produced hydroxyl radicals has been estimated as 1.7X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 935 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,6-Dinitro-4-chloroaniline is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 2,6-Dinitro-4-chloroaniline does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(2).

2,6-Dinitro-4-chloroaniline's former production and use may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 7.3X10-6 mm Hg at 25 °C indicates 2,6-dinitro-4-chloroaniline will exist in both the vapor and particulate phases in the atmosphere. Vapor-phase 2,6-dinitro-4-chloroaniline will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 935 days. Particulate-phase 2,6-dinitro-4-chloroaniline will be removed from the atmosphere by wet or dry deposition. 2,6-Dinitro-4-chloroaniline does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight. If released to soil, 2,6-dinitro-4-chloroaniline is expected to have high mobility based upon an estimated Koc of 100. However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group, suggesting that mobility may be much lower in some soils. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 1.3X10-7 atm-cu m/mole. Biodegradation data were not available. If released into water, 2,6-dinitro-4-chloroaniline is not expected to adsorb to suspended solids and sediment based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 3 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to 2,6-dinitro-4-chloroaniline may have occurred through dermal contact with this compound at workplaces where 2,6-dinitro-4-chloroaniline was produced or used. (SRC)

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Benzenamine, 4-chloro-2,6-dinitro- is included on this list. Effective date 10/4/82; Sunset date 10/4/92.