2,4-Dichloronitrobenzene
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611-06-3O=[N+]([O-])c1ccc(Cl)cc1ClQUIMTLZDMCNYGY-UHFFFAOYSA-N2,4-Dichloro-1-Nitrobenzene can cause cancer according to California Labor Code.
611-06-3DTXSID3024998CHEMBL166050log Kow = 3.07
3.1
1.551 at 172 °F (NTP, 1992) - Denser than water; will sink
1.4790 at 80 °C
Relative density (water = 1): 1.54
less than 0.1 mg/mL at 61 °F (NTP, 1992)
Sol in ethanol and ether; slightly soluble in chloroform
Solubility in water, g/100ml at 20 °C: 1.88 (sparingly soluble)
greater than 235 °F (NTP, 1992)
112 °C
112 °C
496 °F at 760 mmHg (NTP, 1992)
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Danger
H302 (28.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P262, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 57 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H350: May cause cancer [Danger Carcinogenicity]
Chemical: Benzene, 2,4-dichloro-1-nitro-
Hazard Traits - Carcinogenicity
Status: Active Update: 25-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1902
1,3-Dichloro-4-nitrobenzene: Does not have an individual approval but may be used under an appropriate group standard
This chemical is combustible. (NTP, 1992)
Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Emergency treatment: see Nitrobenzene. Mild irritant on rabbit skin; Not a skin sensitizer; [HSDB] No listed effects of short-term or long-term exposure; Insufficient data are available on the effect of this substance on human health, therefore utmost care must be taken. [ICSC] An irritant; May cause skin sensitization; [MSDSonline] See 3,4-Dichloronitrobenzene.
The metabolism of 2,3-, 2,4-, 2,5-, 2,6-, 3,4-, and 3,5-dichloro-1-nitrobenzene by Mucor javanicus was investigated, together with 2,4-dichloro-1-nitrobenzene metabolism by other fungi. The main metabolites were the corresponding dichloroanilines, accompanied by a lesser amt of 2,5-dichloro-1-nitrobenzene and 2,6-dichloro-1-nitrobenzene (3-or4-substituted) from 2,3-dichloro-1-nitrobenzene or 2,4-dichloro-1-nitrobenzene, respectively. Similar metabolic patterns were observed with M griseocyanus, M praini, M hiemalis, or Aspergillus flavus.
Used as an intermediate in the synthesis of pigments, pesticides, and medicinal drugs; Produced in a closed system and no exposure in consumer products; [eChemPortal: SIDSUNEP]
CHEMICAL INTERMEDIATE FOR DIAZOXIDE (AN ANTIHYPERTENSIVE AGENT)
Used as a chemical intermediate for the synthesis of chlormethoxyfen; 2,4-difluoroaniline.
1,3-Dichloro-4-nitrobenzene is reduced to the intermediate 2,4-dichloroaniline.
(1977) 4.17X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1979) 1.45X10+8 GRAMS (PRINCPL CUSTMS DISTS)
Benzene, 2,4-dichloro-1-nitro-: ACTIVE
2,4-Dichloronitrobenzene is reduced to the intermediate 2,4-dichloroaniline. Preferential amination in the ortho position can be effected to give 5-chloro-2-nitroaniline ... .
Verwenden2,4-Dichloro-1-nitrobenzene is used as a reagent in the synthesis of the hepatitis C virus polymerase inhibitor, Deleobuvir (BI 207127).
Wird geladen…
258.5 °C
258.5 °C
84 to 90 °F (NTP, 1992)
34 °C
30-33 °C
0.01 [mmHg]
Vapor pressure, Pa at 20 °C: 1
Fires involving this chemical can be controlled using a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)
Use water spray, dry powder, foam, carbon dioxide.
Fresh air, rest.
Rinse and then wash skin with water and soap. Refer for medical attention .
Rinse with plenty of water (remove contact lenses if easily possible).
Rinse mouth. Refer for medical attention .
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
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.
The following wastewater treatment technologies have been investigated for nitrobenzene: Activated carbon and stripping. /Nitrobenzene/
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance, protective clothing, protective gloves and face shield. Do NOT let this chemical enter the environment. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.
Changes were characterized in the dose mutagenic response curve of 99% 2,4-dinitrochlorobenzene (DNCB) modified by adding 1% concn of known contaminants: 1-chloro-2-nitrobenzene, 1,3-dinitrobenzene, and 2,4-dichloronitrobenzene. Dose response curves were generated by using Salmonella typhimurium testers strains in a modified Ames assay. A linear dose response ralationship was observed with a slight, but nonsignificant, shift to the right when contaminants were added.
LC50 Daphnia magna /(Water flea)/ 6.6 mg/L for 14 day /Conditions of bioassay not specified in source examined/
LC50; Species: Daphnia magna (Water flea, <24 hr old); Conditions: freshwater, static, 20 °C, pH 8.2, hardness 250 mg/L CaCO3, dissolved oxygen >6.5 mg/L; Concentration: 4200 ug/L for 48 hr (95% confidence interval: 3200-5600 ug/L) />98% purity/
LC50; Species: Daphnia magna (Water flea, <24 hr old); Conditions: freshwater, static, 20 °C, pH 8.2, hardness 250 mg/L CaCO3, dissolved oxygen >6.5 mg/L; Concentration: 610 ug/L for 21 days (95% confidence interval: 560-670 ug/L) />98% purity/
LC50; Species: Danio rerio (Zebra danio, <4 hr old); Conditions: freshwater, static, 25 °C, pH 8.2, hardness 250 mg/L CaCO3; Concentration: 7200 ug/L for 7 days (95% confidence interval: 4700-11000 ug/L) />98% purity/
For more Ecotoxicity Values (Complete) data for 2,4-DICHLORONITROBENZENE (11 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a log Kow of 3.07(2) and a regression-derived equation(3), indicates that 2,4-dichloronitrobenzene is expected to have low mobility in soil(SRC). Volatilization of 2,4-dichloronitrobenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.2X10-6 atm-cu m/mole(4). 2,4-Dichloronitrobenzene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.4X10-2 mm Hg(SRC), determined from a fragment constant method(5). A less than 0.1% biodegradation loss in a 5-day BOD test using activated sludge(6) suggests that biodegradation is not an important environmental fate process in soil(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,100(SRC), determined from a log Kow of 3.07(2) and a regression-derived equation(3), indicates that 2,4-dichloronitrobenzene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a estimated Henry's Law constant of 3.2X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 and 17 days, respectively(SRC). According to a classification scheme(5), experimental BCF values of 80 to 120(2,6,7) suggests bioconcentration in aquatic organisms is moderate to high. A less than 0.1% biodegradation loss in a 5-day BOD test using activated sludge(7) suggests that biodegradation is not an important environmental fate process in water(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,4-dichloronitrobenzene, which has an estimated vapor pressure of 1.4X10-2 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 2,4-dichloronitrobenzene 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 130 days(SRC), calculated from its rate constant of 1.2X10-13 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 2,4-Dichloronitrobenzene contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).
Based on the FDA Total Diet Study, the average daily intake of 2,4-dichloronitrobenzene was determined for 6-11 months, 2 years, 14-16 yr female, 14-16 yr male, 25-30 yr female, 25-30 yr male, 60-65 yr female, and 60-65 yr male as 2.5, 3.1, 1.0, 0.6, 0.9, 0.7, 1.6 and 1.3 ng/kg body weight/day, respectively(1).
Cough.
Redness.
The Koc of 2,4-dichloronitrobenzene is estimated as 1,100(SRC), using a log Kow of 3.07(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2,4-dichloronitrobenzene is expected to have low mobility in soil.
2,4-Dichloronitrobenzene was detected not quantified in fish from the River Main in Germany(1). Zebra mussel (Dreissena polymorpha) and eel (Anguilla anguilla) collected from the Rhine and Meuse Rivers in Germany tested positive for chloronitrobenzenes (isomers not specified) at average concentrations up to 0.00009 and 0.0001 mmol/kg fat weight, respectively, sampling conducted in 1993 through 1994(2).
AEROBIC: Less than 0.1% of applied 2,4-dichloronitrobenzene was degraded in a 5 day biodegradation study using activated sludge from a municipal sewage treatment plant(1). However, since bacteria capable of degrading unspecified chloronitrobenzene isomers have been isolated, these compounds are not expected to be inherently recalcitrant(2).