3,4-Dichlorobenzotrifluoride
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3,4-Dichlorobenzotrifluoride
structure -
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CAS No:
328-84-7
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Formula:
C7H3Cl2F3
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Chemical Name:
3,4-Dichlorobenzotrifluoride
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Synonyms:
Benzene,1,2-dichloro-4-(trifluoromethyl)-;Toluene,3,4-dichloro-α,α,α-trifluoro-;1,2-Dichloro-4-(trifluoromethyl)benzene;3,4-Dichlorobenzotrifluoride;3,4-Dichloro-α,α,α-trifluorotoluene;(3,4-Dichlorophenyl)trifluoromethane;3,4-Dichloro(trifluoromethyl)benzene;3,4-Dichloro-1-(trifluoromethyl)benzene;1-(Trifluoromethyl)-3,4-dichlorobenzene;4-(Trifluoromethyl)-1,2-dichlorobenzene;Oxsol 1000
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CAS No:
Description
CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID
3,4-dichlorobenzotrifluoride appears as a colorless liquid. Irritating and narcotic in high concentrations. Used as a solvent and for making other chemicals and dyes.
3,4-dichlorobenzotrifluoride appears as a colorless liquid. Irritating and narcotic in high concentrations. Used as a solvent and for making other chemicals and dyes.
3,4-Dichlorobenzotrifluoride Basic Attributes
215
215.00
1950151
206-337-1
7G60XCU4GG
3265
DTXSID5027142
Clear, colorless liquid
29036990
Characteristics
0
4.4
3,4-dichlorobenzotrifluoride appears as a colorless liquid. Irritating and narcotic in high concentrations. Used as a solvent and for making other chemicals and dyes.
1.478 g/cm3
-13--12 °C
173-174 °C
150 °F
1.471
In water: negligible - 15 mg/l @ 25 deg C (est)
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
1.6 mm Hg ( 20 °C)
Aromatic
Flammable. Slightly soluble in water.
Fluorinated Organic Compounds
Simple aromatic halogenated organic compounds are very unreactive; halogenated aliphatic compounds are moderately or very reactive. Both subgroups generally become less reactive as more of their hydrogen atoms are replaced with halogen atoms. Materials in this group are incompatible with strong oxidizing and reducing agents. Also, they are incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Safety Information
III
8
1760
2
36/37/38-34-22
26-36/37/39-45-60-20
CZ5527510
Xi,C
Irritant
P261-P305 + P351 + P338
H315-H319-H335
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.
Will react with strong oxidizing agents and strong alkalis.
ITC/USEPA; Information Review #346 (Draft) 3,4-Dichlorobenzotrifluoride (1983)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)
|Warning|H302 (14.01%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 162 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P261, P264, P271, P280, P302+P352, P304+P340, P312, P321, P332+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)|Required use of rubber gloves and splash goggles and the use of hoods for sampling.
Potential exposures are minimized by the use of closed process equipment.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Liquid in contact with the eyes or skin will be slightly irritating.
0.5-2.0 ppm of dichlorobenzotrifluoride (isomers) was detected near a dump site in Niagara Falls, NY /dichlorobenzotrifluoride isomers/
Toxicity
LD50 Rat per oral 1.15 g/kg|LD50 Rabbit dermal application > 5 g/kg after 24 hr contact|LC50 Rat inhalation > 2,000 ppm/1 hr
/Individuals who suffer from/ skin, liver, kidney, or chronic respiratory disease, will be at an increased risk if they are exposed to chlorobenzenes. /Chlorobenzenes/
Environmental releases from two plant sites were reported: Plant site A released 5 lbs/yr into the air and 450 lbs/yr into the water; while Plant site B released 100 lbs/yr into the air and 0 lbs/yr into the water. Water releases resulted from drum washings and air releases from storage tank vents.|3,4-Dichlorobenzotrifluoride's production and use in the manufacture of herbicides(1) may result in its release to the environment through various waste streams(SRC).
Aquatic: Very little of the cmpd should reside in aqueous solution due to its low est water solubility.|TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4,800(SRC), determined from an estimated log Kow of 4.2(2,SRC) and a regression-derived equation(3), indicates that 3,4-dichlorobenzotrifluoride is expected to have slight mobility in soil(SRC). Volatilization of 3,4-dichlorobenzotrifluoride from moist soil surfaces may be an important fate process(SRC) given an estimated Henry's Law constant of 2.6X10-2 atm-cu m/mole(SRC), using a fragment constant estimation method(4). The potential for volatilization of 3,4-dichlorobenzotrifluoride from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.36 mm Hg at 25 °C(5). However, adsorption to soil is expected to attenuate volatilization(SRC). No biodegradation data for 3,4-dichlorobenzotrifluoride were found(SRC); biodegradation is expected to be slow(SRC) as reported for other compounds containing a large number of halogens(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4,800(SRC), determined from an estimated log Kow of 4.2(2) and a regression-derived equation(3), indicates that 3,4-dichlorobenzotrifluoride is expected to adsorb to suspended solids and sediment in water(SRC). 3,4-Dichlorobenzotrifluoride may volatilize from water surfaces(3) based on an estimated Henry's Law constant of 2.6X10-2 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake(3) are 4.3 hours and 5.8 days(SRC), respectively. The volatilization half-life from a model pond 2 m deep is estimated to be about 2.1 days ignoring adsorption(5); when considering maximum adsorption the volatilization half-life increases to 53 days(5). According to a classification scheme(6), a mean BCF of 1,500 in rainbow trout(7) suggests bioconcentration in aquatic organisms is very high(SRC). No biodegradation data for 3,4-dichlorobenzotrifluoride were found(SRC); biodegradation is expected to be slow(SRC) as reported for other compounds containing a large number of halogens(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 3,4-dichlorobenzotrifluoride, which has a vapor pressure of 2.36 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 3,4-dichlorobenzotrifluoride is degraded slowly in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 200 days(3).
The rate constant for the vapor-phase reaction of 3,4-dichlorobenzotrifluoride with photochemically-produced hydroxyl radicals has been estimated as 8.1X10-14 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 200 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(SRC). 3,4-Dichlorobenzotrifluoride is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2).
1.51e+03|A mean BCF of 1,500 was measured in rainbow trout using a 3,4-dichlorobenzotrifluoride concentration of 1.0 ng/l(1). According to a classification scheme(2), this BCF suggests bioconcentration in aquatic organisms is very high.
The Koc of 3,4-dichlorobenzotrifluoride is estimated as approximately 4,800(SRC), using an estimated log Kow of 4.2(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 3,4-dichlorobenzotrifluoride is expected to have slight mobility in soil(SRC).
The Henry's Law constant for 3,4-dichlorobenzotrifluoride is estimated as 2.6X10-2 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 3,4-dichlorobenzotrifluoride is expected to volatilize rapidly from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is approximately 4.3 hours(SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is approximately 5.8 days(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be about 2.1 days ignoring adsorption(3); when considering maximum adsorption the volatilization half-life increases to 53 days(3). 3,4-Dichlorobenzotrifluoride's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 3,4-dichlorobenzotrifluoride from dry soil surfaces may exist(SRC) based upon a vapor pressure of 2.36 mm Hg at 25 °C(4).
0.1-1.0 ppb of dichlorobenzotrifluoride isomers was detected near a dump site in Niagara Falls, NY /dichlorobenzotrifluoride isomers/|SURFACE WATER: 3,4-Dichlorobenzotrifluoride was detected in 100% of 104 water samples collected from the Niagara River at Niagara-on-the-Lake at concentrations ranging from 0.14 to 14 ng/l, mean (median) concentration 0.68 (0.50) ng/l(1). 3,4-Dichlorobenzotrifluoride was detected in Niagara-on-the-Lake water samples on April 13 and July 20, 1982 at concentrations of 14 and 2.7 ng/l, respectively(1).
Most operations involving storage and use of this cmpd are carried out in closed systems. Workers are believed to be exposed through inhalation to an avg of less than 10 ppm in air.|Exposure occurs during 1) sampling, 2) pumping from drums to tank wagons or storage tanks, 3) sampling reactor, 4) sampling recovered cmpd, 5) drumming waste, and 6) analysis of samples.|Occupational exposure to 3,4-dichlorobenzotrifluoride may occur through inhalation and dermal contact with this compound at workplaces where 3,4-dichlorobenzotrifluoride is produced or used. (SRC)
Drug Information
Substances or energies, for example heat or light, which when introduced into the air, water, or land threaten life or health of individuals or ECOSYSTEMS. (See all compounds classified as Environmental Pollutants.)
193 mg/cu m of dichlorobenzotrifluoride isomers was detected in human breath. /Dichlorobenzotrifluoride/
33.11 Days
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)
Prolonged, repeated skin contact may cause dermatitis. Overexposure to vapors may cause irritation of nose and throat.
3,4-DCBTE
3,4-Dichlorobenzotrifluoride Use and Manufacturing
The preparation method is as follows: adding 4-chlorotrifluoromethylbenzene and catalyst FeCl3 into the reactor, introducing chlorine gas under stirring at low temperature, tracking the chlorination depth by gas chromatography, and washing, drying and distilling the finished product after the chlorine gas flow is completed.
3,4-Dichlorotrifluoromethylbenzene is a key intermediate of fluorinated diphenyl ether herbicides. It can be used to synthesize acifluorfen, fomesafen, oxyfluorfen and other herbicides. Used as an intermediate for the insecticide fipronil. Pesticide and pharmaceutical intermediates. Used as an intermediate in the synthesis of diphenyl ether fluorine-containing herbicides. Used in the synthesis of lactofen, flufenacet, flufenopyr, etc. Used as pesticide herbicide, pharmaceutical intermediate
(1977) production/importation was between 200,000 and 2 million lbs.
Benzene, 1,2-dichloro-4-(trifluoromethyl)-: ACTIVE|American Hoechst Corp Bridgewater, NJ (importer)|Rohm and Haas Co, Philadelphia, PA (importer), reported importation of less than 10 million pounds in 1981.|Rhone-Poulenc Inc, New York, NY (importer)|Mercantile Dev Inc, Westport, CT (importer/small manufacturer)|This compound exhibits sufficient activation to undergo nucleophilic displacement with phenols to form diaryl ether herbicides, eg, acifluorofen sodium.
Computed Properties
Molecular Weight:215.00
XLogP3:4.4
Hydrogen Bond Acceptor Count:3
Exact Mass:213.9563900
Monoisotopic Mass:213.9563900
Heavy Atom Count:12
Complexity:157
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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