4-Chloro-3-nitroaniline
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4-Chloro-3-nitroaniline
structure -
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CAS No:
635-22-3
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Formula:
C6H5ClN2O2
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Chemical Name:
4-Chloro-3-nitroaniline
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Synonyms:
Benzenamine,4-chloro-3-nitro-;Aniline,4-chloro-3-nitro-;4-Chloro-3-nitrobenzenamine;4-Chloro-3-nitroaniline;3-Nitro-4-chloroaniline;4-Amino-2-nitrochlorobenzene;NSC 37397;(4-Chloro-3-nitrophenyl)amine;2-Nitro-4-aminochlorobenzene
- Categories:
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CAS No:
4-Chloro-3-nitroaniline Basic Attributes
172.57
172.57
1309394
211-231-3
B13U77ZL3A
37397
DTXSID7052319
Yellow to tan powder|Yellow needles or prisms from water; needles from petroleum ether
29214210
Characteristics
71.8
2.06
ochre powder
1.494 g/cm3
103 °C
344.5ºC at 760 mmHg
162.2ºC
1.646
In water, 1.04X10+3 mg/L at 25 deg C (est)
Store below +30°C.
4.85X10-4 mm Hg at 25 deg C (est)
Oral-Rat LD50: 400 mg/kg; Oral-Mouse LD50: 800 mg/kg
Combustible, decomposes toxic chloride, nitrogen oxide gas when burning
Henry's Law constant = 5.57X10-9 atm-cu m/mol at 25 °C (est)
pKa = 1.90 (conjugate acid)
Hydroxyl radical reaction rate constant = 2.75X10-12 cu cm/molec-sec at 25 °C (est)
Safety Information
III
6.1
UN 2237 6.1/PG 3
3
26/27/28-33-51/53
28-36/37-45-61-28A
BX1750000
T+,N,T
Treasury is low temperature, ventilated, dry; stored separately from food raw materials
Very Toxic
Stable under normal temperatures and pressures.
P260-P264-P273-P280-P284-P302 + P350
H300-H310-H330-H373-H411
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 (97.73%): 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 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Personnel protection: ... Wear positive pressure self-contained breathing apparatus. ... Wear appropriate chemical protective clothing Do not handle broken packages unless wearing appropriate personal protective equipment.
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources.
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Do not use water.|Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment.
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Chloronitroanilines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Chloronitroanilines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Chloronitroanilines/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Chloronitroanilines/|For more DOT Emergency Guidelines (Complete) data for 4-CHLORO-3-NITROANILINE (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
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.
4-Chloro-3-nitroaniline's production and use as an intermediate in the manufacture of azo dyes, pharmaceuticals and other organic compounds(1) 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 300(SRC), determined from a log Kow of 2.06(2) and a regression-derived equation(3), indicates that 4-chloro-3-nitroaniline is expected to have moderate mobility in soil(SRC). Volatilization of 4-chloro-3-nitroaniline from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.6X10-9 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 4-Chloro-3-aniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.8X10-4 mm Hg(SRC), determined from a fragment constant method(5). Biodegradation data were not available(SRC, 2007); however, based on similarly structured 4-chloro-2-nitroaniline which exhibited 0% theoretical BOD using the Japanese MITI test(6), 4-chloro-3-nitroaniline is expected to be resistant to biodegradation in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 300(SRC), determined from a log Kow of 2.06(2) and a regression-derived equation(3), indicates that 4-chloro-3-nitroaniline is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 5.6X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5) According to a classification scheme(6), an estimated BCF of 8(SRC), from its log Kow(2) 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); however, based on similarly structured 4-chloro-2-nitroaniline which exhibited 0% theoretical BOD using the Japanese MITI test(8), 4-chloro-3-nitroaniline is expected to be resistant to biodegradation in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 4-chloro-3-nitroaniline, which has an estimated vapor pressure of 4.8X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 4-chloro-3-nitroaniline 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 5.8 days(SRC), calculated from its rate constant of 2.7X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 4-Chloro-3-nitroaniline does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(3).
The rate constant for the vapor-phase reaction of 4-chloro-3-nitroaniline with photochemically-produced hydroxyl radicals has been estimated as 2.7X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5.8 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 4-Chloro-3-nitroanline is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 4-Chloro-3-nitroaniline does contain chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(2).
An estimated BCF of 8 was calculated in fish for 4-chloro-3-nitroaniline(SRC), using a log Kow of 2.06(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 Koc of 4-chloro-3-nitroaniline is estimated as 300(SRC), using a log Kow of 2.06(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 4-chloro-3-nitroaniline is expected to have moderate mobility in soil. However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5), suggesting that mobility may be much lower in some soils(SRC). The log Koc of 4-chloro-3-nitroaniline was measured as 2.29 in Yangtze river sediment (37.1% sand, 49.3% silt, 13.6% clay, 1.28% organic carbon, pH 7.44)(6). The log Koc was also measured as 3.53 in modified clay(7). These values give Koc values of 195 and 3,400, respectively.
The Henry's Law constant for 4-chloro-3-nitroaniline is estimated as 5.6X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 4-chloro-3-nitroaniline is expected to be essentially nonvolatile from water surfaces(2). 4-Chloro-3-nitroaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.8X10-4 mm Hg(SRC), determined from a fragment constant method(3).
Occupational exposure to 4-chloro-3-nitroaniline may occur through dermal contact with this compound at workplaces where 4-chloro-3-nitroaniline is produced or used. (SRC)
4-Chloro-3-nitroaniline Use and Manufacturing
Used as a coupler intermediate and color film developer
Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5406]
Benzenamine, 4-chloro-3-nitro-: ACTIVE
Analyte: /p-Nitroaniline/; Matrix: Air; Procedure: Adsorption on silica gel, elution by ethanol, gas chromatography; Range: .01 - 14 mg/sample. Sampling interference: water vapor; Overall precision: +9 or -9. /p-Nitroaniline/|HPLC METHOD WAS DEVELOPED FOR THE DETECTON OF SUB-NG QUANTITIES OF HALOGENATED ANILINE DERIVATIVES. /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/
4-CHLOROANILINE WAS DETERMINED IN URINE BY HPLC WITH ELECTROCHEMICAL DETECTOR. /P-CHLOROANILINE/
Computed Properties
Molecular Weight:172.57
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Exact Mass:172.0039551
Monoisotopic Mass:172.0039551
Topological Polar Surface Area:71.8
Heavy Atom Count:11
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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