4-Chloro-2,6-dinitroaniline
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4-Chloro-2,6-dinitroaniline
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CAS No:
5388-62-5
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Formula:
C6H4ClN3O4
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Chemical Name:
4-Chloro-2,6-dinitroaniline
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Synonyms:
Benzenamine,4-chloro-2,6-dinitro-;Aniline,4-chloro-2,6-dinitro-;4-Chloro-2,6-dinitrobenzenamine;2,6-Dinitro-4-chloroaniline;4-Chloro-2,6-dinitroaniline;NSC 8730
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CAS No:
4-Chloro-2,6-dinitroaniline Basic Attributes
217.57
217.57
226-381-5
548PQG844S
8730
DTXSID4063822
Yellow needles from water
2921420090
Characteristics
118
1.93 (est)
1.708g/cm3
147 °C
359.9ºC at 760 mmHg
171.5ºC
1.686
In water, 791 mg/L at 25 deg C (est)
7.35X10-6 mm Hg at 25 deg C (est)
Oral-Rat LD50: 400 mg/kg
Flammable; decomposes toxic hydrogen chloride, nitrogen oxide gas
Henry's Law constant = 1.29X10-7 atm-cu m/mol at 25 °C (est)
Hydroxyl radical reaction rate constant = 1.72X10-14 cu cm/molec-sec at 25 °C (est)
Safety Information
NONH for all modes of transport
3
20/21/22-36/37/38
26-28-36/37/39-45
BX9250000
Xn
Storeroom low temperature, ventilated, dry; fireproof; stored separately from oxidants
Explosive heating in nitrosyl sulfuric acid solution
P261-P280-P305 + P351 + P338
H302-H312-H315-H319-H332-H335
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Toxicity
highly toxic
Routine checking of lips, tongue and nail beds of exposed personnel for signs of cyanosis. /Protect/ from exposure those individuals with anemia, cardiovascular or pulmonary diseases.
2,6-Dinitro-4-chloroaniline's production and use may result in its release to the environment through various waste streams. (SRC)
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).
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).
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).
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).
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).
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)
4-Chloro-2,6-dinitroaniline Use and Manufacturing
Benzenamine, 4-chloro-2,6-dinitro-: INACTIVE
HPLC METHOD WAS DEVELOPED FOR THE DETECTON OF SUB-NG QUANTITIES OF HALOGENATED ANILINE DERIVATIVES. /P-CHLOROANILINE/|p-Chloroaniline was determined in chlorhexidine gluconate by spectrophotometry. Absorbance was measured at 455 nm. /p-Chloroaniline/|A method is described for determining 4-chloroaniline in the ppm range using ion-pairing, reversed-phase high pressure liquid chromatographic technique & uv detection at 260 nm. /p-Chloroaniline/|Method 8270: Gas Chromatography/Mass Spectrometry for Semivolatile Organics, Capillary Column Technique. This gas chromatography/mass spectrometry method is used to determine the concentration of semivolatile organic compounds in extracts prepared from all types of solid waste matrices, soils, and ground water. The practical quantitation limit for determining an individual compound is approximately 1 mg/kg (wet weight) for soil/sediment samples, 1-200 mg/kg for wastes, and 10 ug/l for ground water. This method is applicable to quantify most neutral, acidic, and basic organic compounds that are soluble in methylene chloride, including the title compound, and are capable of being eluted without derivatization as sharp peaks from a 30 m by 0.25 mm ID (or 0.32 mm ID) 1 um film thickness silicon-coated fused silica capillary column (J&W Scientific DB-5 or equivalent). A representative sample is collected in a glass container equipped with a Teflon-lined cap. Care is taken to avoid sample contact with any plastic. Under the prescribed conditions, 4-chloroaniline has a retention time of 10.08 min. /p-Chloroaniline/
Computed Properties
Molecular Weight:217.57
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Exact Mass:216.9890333
Monoisotopic Mass:216.9890333
Topological Polar Surface Area:118
Heavy Atom Count:14
Complexity:226
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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