2,6-Diethylaniline

149.23

149.23

209-445-7

VT2234594H

DTXSID6027218

Yellow liquid

2921494000

26

2.7

Clear yellow to reddish-brown Liquid

96 g/cm³ @ Temp: 20 °C

3.5 °C

235.5 °C

254 °F

1.543

0.67g/L(26.7 ºC)

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Do not expose to air. Store protected from light. Store under an inert atmosphere.

0.02 mm Hg ( 20 °C)

Specific gravity: 0.906

8.29X10+7 J/kmol @ 3.5 °C

Critical temperature: 405 °C; critical pressure: 3.12X10+3 kPa

III

6.1(b)

2810

2

22

23-24

BX3500000

Xn

Stable under normal temperatures and pressures.

P264, P270, P301+P312, P330, P501

H302

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.

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 246 companies from 3 notifications to the ECHA C&L Inventory.

LD50 Rat oral 1800 mg/kg|LD50 Rat oral 2690 mg/kg

2,6-Diethylaniline's production and use in the manufacture of pesticides, dyestuffs, antioxidants, pharmaceuticals, synthetic resins, and fragrances(1) may result in its release to the environment through various waste streams(SRC). 2,6-Diethylaniline is found in soils as an intermediate in the microbial metabolism of certain acetanilide herbicides including alachlor(2).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 457(SRC), determined from a structure estimation method(2), indicates that 2,6-diethylaniline is expected to have moderate mobility in soil(SRC). However, aromatic amines (including anilines) bind to humic material found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Also, the pKa value for 2,6-diethylaniline is expected to be approximately 4.30(4) based on its structural similarity with 2-ethylaniline. This suggests that 2,6-diethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2,6-diethylaniline is expected to bind strongly to soil surfaces and not volatilize(SRC). Volatilization of the neutral species from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(SRC), from its vapor pressure, 3.83X10-3 mmHg(5), and water solubility, 670 mg/l(6). 2,6-Diethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). More than 40 and 75% of 2,6-diethylaniline disappeared after 5 and 20 hrs incubation in a soil-water slurry, respectively, suggesting that biodegradation may be an important degradation pathway in soil systems(7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 457(SRC), determined from an estimation method(2), indicates that 2,6-diethylaniline is expected to adsorb slightly to sediment and suspended solids in water(SRC). However, aromatic amines (including anilines) bind to humic material found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Volatilization of the neutral species from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(SRC), from its vapor pressure, 3.83X10-3(5), and water solubility, 670 mg/l(6). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 27 and 295 days, respectively(SRC). However, the protonated form of 2,6-diethylaniline does not volatilize from water surfaces(SRC). More than 40 and 75% of 2,6-diethylaniline disappeared after 5 and 20 hrs incubation in a soi-water slurry, respectively, suggesting that biodegradation may be an important degradation pathway in aqueous environments(7). According to a classification scheme(8), a BCF of 120(9) suggests bioconcentration in aquatic organisms is high.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,6-diethylaniline, which has a vapor pressure of 3.83X10-3 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2,6-diethylaniline 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 2.4 hrs(SRC), calculated from its rate constant of 1.6X10-10 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of 2,6-diethylaniline with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2.4 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2,6-Diethylaniline is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). In general, anilines absorb light in the environmental UV spectrum (>290 nm)(3). Based on this, 2,6-diethylaniline is expected to absorb light and may potentially undergo direct photolysis(SRC).

The BCF was measured for 2,6-diethylaniline in Gambusia fish at 120(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is high.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2,6-diethylaniline can be estimated to be 457(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,6-diethylaniline is expected to have moderate mobility in soil. However, aromatic amines (including anilines) bind to humic material found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Also, the pKa value for 2,6-diethylaniline is expected to be approximately 4.30(4) based on its structural similarity with 2-ethylaniline. This suggests that 2,6-diethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2,6-diethylaniline is expected to bind strongly to soil surfaces(SRC).

The Henry's Law constant for 2,6-diethylaniline is estimated as 1.1X10-6 atm-cu m/mole(SRC) from its vapor pressure, 3.83X10-3 mm Hg(1), and water solubility, 670 mg/l(2). This Henry's Law constant indicates that the neutral species is expected to volatilize from water surfaces(3). 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)(3) is estimated as 27 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)(3) is estimated as 295 days(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column(4). 2,6-Diethylaniline is expected to have a pKa value of approximately 4.30(5) based on its structural similarity with 2-ethylaniline. The protonated form of 2,6-diethylaniline does not volatilize from water surfaces(SRC). 2,6-Diethylaniline's estimated Henry's Law constant(1,2) indicates that volatilization of the neutral species from moist soil surfaces may occur(SRC). 2,6-Diethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.83X10-3 mm Hg(1).

Occupational exposure to 2,6-diethylaniline may occur through inhalation and dermal contact with this compound at workplaces(1) where 2,6-diethylaniline is produced or used(SRC).

2,6-DIETHYLANILINE IS A MINOR METABOLITE OF BUTACHLOR IN SOIL.|MUCOR SUFUI CONVERTED BUTACHLOR INTO 12 METABOLITES, INCLUDING 2,6-DIETHYLANILINE, IN SOIL.|Incubation of 2,6-diethylaniline with NADPH-fortified microsomes produced 4-amino-3,5-diethylphenol as the major oxidation product. 4-Amino-3,5-diethylphenol underwent further oxidation to 3,5-diethyl-benzoquinone-4-imine which is isolated as a minor metabolite during 2,6-diethylaniline metabolism.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aniline and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Monitor cardiac rhythm and treat arrhythmias as necessary... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation... . /Aniline and related compounds/

2,6-DEA

Pesticide, fertilizer, and other agricultural chemical manufacturing|Benzenamine, 2,6-diethyl-: ACTIVE|2,6-Diethylaniline is found in soils as an intermediate in the microbial metabolism of certain acetanilide herbicides including Alachlor.