Bis(2-chloro-1-methylethyl) ether
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Bis(2-chloro-1-methylethyl) ether
structure -
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CAS No:
108-60-1
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Formula:
C6H12Cl2O
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Chemical Name:
Bis(2-chloro-1-methylethyl) ether
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Synonyms:
Propane,2,2′-oxybis[1-chloro-;Ether,bis(2-chloro-1-methylethyl);2,2′-Oxybis[1-chloropropane];2,2′-Dichlorodiisopropyl ether;Bis(2-chloro-1-methylethyl) ether;β,β′-Dichlorodiisopropyl ether;DCIP (nematocide);DCIP;Bis(1-chloro-2-propyl) ether;NSC 2849;Nemamort;1-Chloro-2-[(1-chloropropan-2-yl)oxy]propane;1-Chloro-2-(1-chloropropan-2-yloxy)propane;52438-91-2
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CAS No:
Description
Clear Colourless Oil Dichloroisopropyl ether is a colorless liquid.Colorless to light brown liquid. Odor threshold concentration 200 μg/L.Colorless to light brown oily liquid. Verschueren (1983) reported an odor threshold concentration of 320 ppb.
Bis(2-chloro-1-methylethyl)ether is a colorless to light brown liquid. Odor threshold concentration 200 µg/L. (NTP, 1992)|COLOURLESS-TO-BROWN OILY LIQUID.
Bis(2-chloro-1-methylethyl)ether is a colorless to light brown liquid. Odor threshold concentration 200 µg/L. (NTP, 1992)|Bis(2-chloro-1-methylethyl)ether is an ether.
Bis(2-chloro-1-methylethyl) ether Basic Attributes
171.06
171.06
203-598-3
0JJZ8LER32
0435
2849
2490|2354
DTXSID4020167
Colorless liquid
2909199012
Characteristics
9.23000
2.95280
Bis(2-chloro-1-methylethyl)ether is a colorless to light brown liquid. Odor threshold concentration 200 µg/L. (NTP, 1992)
1.103 g/cm3 @ Temp: 20 °C
-101.8--96.8 °C
187 °C @ Press: 760 Torr
11 °C
1.4505 (estimate)
soluble in acetone, ethanol, benzene, ether (Weast, 1986), and many other solvents including methanol, propanol, and 2-butanone.
0-6°C
0.56 (quoted, Kawamoto and Urano, 1989)
Relative vapour density (air = 1): 6
Oral-Rat LD50: 240 mg/kg; Oral-Mouse LD50: 503 mg/kg
Heated, famous fire, more flammable than oxidant; burning produces toxic chloride gas
DANGEROUS: WHEN HEATED OR EXPOSED TO FLAME OR SPARKS. IN ADDITION TO RISK OF EXPLOSION FROM AIR MIXT OF ETHER VAPORS, ETHERS TEND TO FORM PEROXIDES UPON STANDING. WHEN ETHERS CONTAINING PEROXIDES ARE HEATED THEY CAN DETONATE. /ETHERS/
Henry's Law constant: 0.00626
WT/GAL 9.3 LB @ 20 °C; COEFFICIENT OF EXPANSION 0.00096 @ 20 °C
Subject to peroxidation in air. Insoluble in water.
Ethers
Peroxidizable Compound
BIS(2-CHLORO-1-METHYLETHYL)ETHER oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154, 164].
Safety Information
II
6.1(a)
2490
3
22-36/37/38-39/23/24/25-23/24/25-11
26-45-36/37-16-7
KN1750000
Xn,T,F
The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials
Highly corrosive
Missing Phrase - N15.00950417-P261
H301-H332
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U027, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A potential candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. Also, a potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. Also, a potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.|Dichlorodiisopropyl ether wastes are destroyed in special waste incinerators. Due to the high hydrogen chloride content of the flue gases incineration takes place predominantly at sea. Recommendable method: Incineration. Not recommendable method: Evaporation.|This compound should be susceptible to removal from waste water by air stripping. /Bis(2-chloroethyl)ether/
INCOMPATIBLE WITH OXIDIZING MATERIALS|With atmospheric oxygen, ethers can react to form unstable peroxides which can explode. Strong acids act to convert ethers to unstable oxonium salts. /Ethers/
USEPA; Ambient Water Quality Criteria Doc: Chloroalkyl Ethers (1980) EPA 440/5-80-030|USEPA; Chemical Hazard Information Profile: Bis(2-chloro-1-methylethyl)ether (Draft) (1983)|Clarke RM et al; Sci Total Environ 53 (3): 153-172 (1986). Drinking water and cancer mortality.|DHEW/NCI; Bioassay of Technical Grade Bis(2-chloro-1-methylethyl)ether for Possible Carcinogenicity (1979) Technical Rpt Series No. 191 DHEW Pub No. (NIH) 79-1747|For more Special Reports (Complete) data for BIS(2-CHLORO-1-METHYLETHYL) ETHER (6 total), please visit the HSDB record page.
This chemical is combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 85 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree
|Danger|H300 (60.61%): Fatal if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 34 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P261, P264, P270, P271, P280, P284, P301+P312, P304+P340, P307+P311, P310, P312, P320, P321, P330, P370+P378, P403+P233, P403+P235, P405, and P501|Warning|P210, P264, P270, P280, P301+P312, P330, P370+P378, P403+P235, and P501
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)
SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% 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. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store under refrigerated temperatures. Keep it away from oxidizing materials. (NTP, 1992)
MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: When working with this chemical, wear a NIOSH-approved full face positive pressure supplied-air respirator or a self-contained breathing apparatus (SCBA). (NTP, 1992)|Personnel protection: Wear appropriate chemical protective boots, protective gloves, and goggles.
MODERATE, WHEN EXPOSED TO HEAT, FLAME OR POWERFUL OXIDIZERS.
DANGEROUS: WHEN HEATED OR EXPOSED TO FLAME OR SPARKS. IN ADDITION TO RISK OF EXPLOSION FROM AIR MIXT OF ETHER VAPORS, ETHERS TEND TO FORM PEROXIDES UPON STANDING. WHEN ETHERS CONTAINING PEROXIDES ARE HEATED THEY CAN DETONATE. /ETHERS/
WATER TO BLANKET FIRE, FOAM, CARBON DIOXIDE, DRY CHEMICAL.|If material is on fire or involved in fire: Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water and apply water from as far a distance as possible. Solid streams of water may be ineffective. Use foam, dry chemical, or carbon dioxide. Use water spray to knockdown vapors.|Personnel protection: Wear positive pressure self-contained breathing apparatus when fighting fires involving this material.
Waste water treatment: Activated carbon: absorbability: 0.20 g/g C; 100% redn, at 1,800 mg/l influent; conventional municipal; treatment: influent 0.024 mg/l; conventional plus activated carbon: influent 0.048 mg/l.
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. Use water spray to knock-down vapors.|Personnel protection: Avoid breathing vapors. Keep upwind. Do not handle broken packages without protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water.|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.
/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.|/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.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. 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.|/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.|For more DOT Emergency Guidelines (Complete) data for BIS(2-CHLORO-1-METHYLETHYL) ETHER (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.
Moderately toxic by skin contact and inhalation. An eye irritant.
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Remove all ignition sources. Collect leaking and spilled liquid in sealable plastic containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Cool. Keep in the dark. Separated from incompatible materials. See Chemical Dangers.
No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
The substance defats the skin, which may cause dryness or cracking.
NO open flames. Above 85 °C use a closed system and ventilation.
Use local exhaust.
Protective gloves.
Wear safety spectacles.
| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.
U027; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
U027; As stipulated in 40 CFR 261.33, when bis(2-chloro-1-methylethyl)ether, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).
Release of bis(2-chloro-1-methylethyl)ether ... in wastewater from industrial processes, particularly in proplylene glycol manufacturing is estimated to be one million lb per yr. /Separate figures not given; 1979/|Bis(2-chloro-1-methylethyl) ether has been detected in U.S. rivers as a result of industrial outfall from propylene glycol production(1,2) at concns ranging from 0.2-5 ug/l (Ohio River) from August-September 1971(2). Bis(2-chloro-1-methylethyl) ether has been detected in water samples from a specially constructed leachate treatment plant located at Love Canal (Niagara Falls, NY)(3). According to the STORET database, bis(2-chloro-1-methylethyl) ether has been detected in effluents in the U.S.A. with a median concn of <10.000 ug/l(4). In a study conducted from 1989-1993, bis(2-chloro-1-methylethyl) ether was detected in New York City Municipal wastewaters at a concn of 8 ug/l(5).
According to the STORET database, bis(2-chloro-1-methylethyl) ether has been detected in sediment from the USA at a median concn of <500.0 ug/kg (dry)(1).
According to the STORET database, bis(2-chloro-1-methylethyl) ether has been detected in biota in the USA at a median concn of <2.2 mg/kg(1).
Toxicity
highly toxic
LC50 Rat inhalation 350 ppm/8 hr|LD50 Rat single oral 0.24 (0.22-0.27 g/kg in a suitable vehicle). /From table/|LD50 Rabbit single percutaneous 3.00 (1.78-5.04) ml/kg. /From table/|Inhalation of metered vapor concn by rats: Concn: 1.000 ppm Time: 4 hr Mortality: 1/6. /From table/|For more Non-Human Toxicity Values (Complete) data for BIS(2-CHLORO-1-METHYLETHYL) ETHER (9 total), please visit the HSDB record page.
A bioassay of technical grade bis(2-chloro-1-methylethyl) ether for possible carcinogenicity was conducted by admin the test chemical by gavage to F344 rats. Groups of 50 rats of each sex were admin a solution of bis(2-chloro-1-methylethyl) ether in corn oil 5 days/wk at either 100 or 200 mg/kg/day for 103 wk. Vehicle controls consisted of groups of 50 rats of each sex that were admin corn oil alone. Untreated control groups of the same size were also used. All surviving rats were killed at wk 104 or 105. ... Under the conditions of this bioassay, the technical grade material, bis(2-chloro-1-methylethyl)ether, was not carcinogenic in F344 rats of either sex. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative.|A carcinogenesis bioassay of bis (2-chloro-1-methylethyl)ether (~70%), containing ~30% 2-chloro-1-methylethyl (2-chloropropyl) ether, was conducted by admin 100 or 200 mg/kg bis(2-chloro-1-methylethyl)ether in corn oil by gavage 5 times per week for 103 weeks to groups of 50 B6C3Fl mice of each sex. Fifty mice of each sex received corn oil alone and served as vehicle controls. ... Under the conditions of this bioassay, bis (2-chloro-1-methylethyl)ether, containing 2-chloro-1-methylethyl (2-chloropropyl)ether, was carcinogenic for B6C3Fl mice, causing increased incidences of alveolar/bronchiolar adenomas in male and females and hepatocellular carcinomas in males. In addition, the occurrence of a low incidence of squamous cell papillomas or carcinomas in the stomach or forestomach of females (a rare tumor in B6C3Fl mice) was probably associated with the admin of bis(2-chloro-1-methylethyl)ether. Levels of Evidence of Carcinogenicity: Male Mice: Positive; Female Mice: Positive.
Bis(2-chloro-1-methylethyl) ether's production and use in the textile industry and as a solvent for natural and synthetic resins(1) may result in its release to the environment through various waste streams(SRC).
AQUATIC FATE: Assuming a first order reduction of concentration ... the following half-lives were derived: 3-30 days in river water and 30-300 days in lake and groundwater.|ATMOSPHERIC FATE: The vapor pressure of bis(2-chloroisopropyl) ether suggests that it might be sufficiently volatile to be transported into the atmosphere.|TERRESTRIAL FATE: Based on a classification scheme(1), a Koc of 47(2) indicates that bis(2-chloro-1-methylethyl) ether is expected to have very high mobility in soil(SRC). Volatilization of bis(2-chloro-1-methylethyl) ether from moist soil surfaces is expected to be important(3,SRC) given an estimated Henry's Law constant of 7.4X10-5 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(4). Aqueous screening test data from studies using activated sludge(5,6) suggest that bis(2-chloro-1-methylethyl) ether may be resistant to biodegradation in environmental media(SRC). In one study, bis(2-chloro-1-methylethyl) ether showed no biodegradation after 5 days when incubated with Ohio River water(7). In general, many ethers are known to be resistant to biodegradation(8). By analogy to bis(2-chloroethyl) ether, which has a hydrolytic half-life of about 20 years(9), hydrolysis of bis(2-chloro-1-methylethyl) ether is not expected to be an important fate process(SRC).|AQUATIC FATE: Based on a classification scheme(1), a Koc of 47(2) indicates that bis(2-chloro-1-methylethyl) ether is not expected to adsorb to suspended solids and sediment in water(SRC). Bis(2-chloro-1-methylethyl) ether is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 7.4X10-5 atm-cu m/mole(SRC), calculated from its water solubility(4) and vapor pressure(4). Estimated volatilization half-lives for a model river and model lake are 19 hours and 10 days, respectively(3,SRC). According to a classification scheme(5), a BCF of 5.2 to 12(6) suggests the potential for bioconcentration in aquatic organisms is low(SRC). Bis(2-chloro-1-methylethyl) ether may be resistant to biodegradation under both aerobic and anaerobic conditions in environmental media based upon screening test data from studies using activated sludge(6,7SRC). In one study, bis(2-chloro-1-methylethyl) ether showed no biodegradation after 5 days when incubated with Ohio River water(8). In general, many ethers are known to be resistant to biodegradation(9). By analogy to bis(2-chloroethyl)ether, which has a hydrolytic half-life of about 20 years(10), hydrolysis of bis(2-chloro-1-methylethyl) ether is not expected to be an important fate process(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2-chloro-1-methylethyl) ether, which has a vapor pressure of 0.56 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase bis(2-chloro-1-methylethyl) ether 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 28 hours(3,SRC).
Direct photolysis would not be expected to occur in surface waters in the troposphere since bis(2-chloroisopropyl) ether does not possess any chromophores that absorb radiation in the visible or near UV regions.|The rate constant for the vapor phase reactions of bis(2-chloro-1-methylethyl) ether with photochemically produced hydroxyl radicals has been determined to be 1.39X10-11 cu cm/molecule-sec at 25 °C(1), which corresponds to a half-life of 28 hours (1.2 days) at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm (SRC). By analogy to bis(2-chloroethyl)ether, which has an estimated hydrolysis half-life about 20 yrs at 25 °C(2), hydrolysis of bis(2-chloro-1-methylethyl) ether should be slow and independent of pH(SRC).
12.02|... The weighted average bioconcentration factor for ... bis(2-chloroisopropyl) ether /in/ the edible portion of all freshwater and estuarine aquatic organisms consumed by Americans is calculated to be ... 2.47.|An BCF of 5.2 to 12 in carp was determined for bis(2-chloro-1-methylethyl) ether(1). According to a classification scheme(2), this BCF suggests that bioconcentration in aquatic organisms is low.
46.77 L/kg|Because of its water solubility, some migration through the soil may occur.|The value of the log octanol/water partition coefficient ... 2.58, does indicate, ... some potential for adsorption on suspended organic matter.|The Koc of bis(2-chloro-1-methylethyl) ether in various soils was determined to be 47(1). According to a classification scheme(2), this estimated Koc value suggests that bis(2-chloro-1-methylethyl) ether is expected to have very high mobility in soil(SRC).
... The half-life with respect to volatilization for bis(2-chloroisopropyl) ether from a body of water /is calculated/ to be 1.37 days.|The Henry's Law constant for bis(2-chloro-1-methylethyl) ether is estimated as 7.4X10-5 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 0.56 mm Hg(1), and water solubility, 1,700 mg/l(1). This Henry's Law constant indicates that bis(2-chloro-1-methylethyl) ether is expected to volatilize 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) is approximately 19 hours(2,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) is approximately 10 days(2,SRC). Bis(2-chloro-1-methylethyl) ether's Henry's Law constant(1,2,SRC) indicates that rapid volatilization from moist soil surfaces may occur(SRC).
Bis(2-chloroisopropyl) ether has been detected but not quantified in the Mississippi River, ... rivers, lakes, and groundwater in the Netherlands ... and finished drinking water at an unidentified site in NC.|Concn in New Orleans drinking water averaged 0.10 ng/cu m.|Levels in the drinking water of 9 unnamed cities ranged from 0.02-1.58 ug/l.|At the Carrollton station and two sites in Jefferson Parish, LA the finished drinking water ... /contained/ 0.018, 0.08, and 0.03 ug/l respectively.|For more Environmental Water Concentrations (Complete) data for BIS(2-CHLORO-1-METHYLETHYL) ETHER (10 total), please visit the HSDB record page.
Bis(2-chloro-1-methylethyl) ether has been detected in drinking water(1-5); therefore, exposure to the general population is expected to occur through consumption of contaminated drinking water(SRC). In occupational settings, exposure to bis(2-chloro-1-methylethyl) ether may occur through inhalation of vapors and through eye and skin contact(SRC).|Workers in areas where bis(2-chloro-1-methylethyl)ether is produced as a byproduct of the chlorohydrin process have the potential for exposure.|The use of bis(2-chloro-1-methylethyl)ether (BCMEE) in paint and varnish removers, in spotting and cleaning solutions, and the potential for its use as a nematocide, fungicide, or insecticide ... suggest the possibility of consumer exposure. However, ... there is no evidence that BCMEE is used for these purposes in the USA. The presence of BCMEE in finished drinking water /1983/ suggests a more likely means of consumer exposure.
Drug Information
... IT IS RAPIDLY ABSORBED FROM SKIN ...|After single oral doses, bis(2-chloroisopropyl) ether (BCIE) appeared to be readily absorbed by both /female rats and monkeys/. In the monkey, the blood radioactivity level reached a high peak within two hr and then declined in a biphasic manner, with a half-life of about five hr and greater than two days for the first & second phases, respectively. In the rat, the blood radioactivity level reached a maximum between 2 and 4 hr after dosing and then slowly declined with a half-life of two days. There was a substantial difference in the tissue distribution and excretion pattern seven days after a single parenteral dose of 30 mg/kg of (14)C-BCIE. The monkey retained substantially higher amounts of radioactivity in the liver (equivalent to 28.8 ug/g BCIE) than did the rat (3.2 ug/g). Higher quantities were also found in the muscle; brain of the monkey. ... With respect to the percentage of admin dose recovered in the tissues and excreta, higher amounts of radioactivity were found in the fat (1.98%), urine (63.36%), feces (5.87%), and expired air (15.96%) of the rat. The corresponding figures in the monkey were 0.78%, 28.61%, 1.19%, and 0%.
Metabolites of bis(2-chloroisopropyl)ether in the rat included 1-chloro-2-propanol, propylene oxide, 2-(1-methyl-2-chloroethoxy)-propionic acid, and carbon dioxide.
0.09 Days
Available in research quantities as a mixture containing approximately 30% of the isomeric 2-chloro-1-methylethyl(2-chloro-n-propyl)ether and smaller amounts of other isomers as impurities.
SYMPTOMS: Symptoms of exposure to this compound include toxic effects to the liver and kidneys. It may cause skin and respiratory tract irritation. ACUTE/CHRONIC HAZARDS: This compound is an irritant of the eyes and respiratory tract. It may be absorbed through the skin. It is a corrosive material. When heated to decomposition it emits highly toxic fumes of chlorine. (NTP, 1992)
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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
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. Provide a low-stimulus environment. 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 patient can swallow, has a strong gag reflex, and does not drool ... . Treat frostbite by rapid rewarming ... . /Ethers and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start an IV with D5W TKO /SRP: To keep open, "minimal flow rate"/. Use lactated Ringer's if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors for hypotension with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Ethers and related compounds/
The toxicity of /bis(2-chloro-1-methylethyl) ether/ is somewhat less than that of the dichloroethyl ether but damage occurs in the liver and kidneys rather than in the lungs. /Bis(2-chloro-1-methylethyl) ether/ causes no primary irritation of the skin but may penetrate the skin sufficiently to cause death. ... No cases of injury to health of humans have been reported.|With the notable exception of the chloromethyl ethers and the glycidyl ethers, the ethers as a group have little general toxicological action in industrial use. Their /CNS depressant/ action causes them to produce loss of consciousness on appreciable exposure and, as good fat solvents, they cause dermatitis on repeated or prolonged skin contact. Enclosure and ventilation are to be employed to avoid excessive exposure. Barrier creams and impervious gloves assist in preventing skin irritation. In the event of loss of consciousness, the person should be removed from the contaminated atmosphere and given artificial respiration and oxygen. /Chloromethyl ethers/
2,2'-dichlorodiisopropyl ether
The substance can be absorbed into the body by inhalation and by ingestion.
Dry skin.
Bis(2-chloro-1-methylethyl) ether Use and Manufacturing
FORMED AS A BY-PRODUCT IN THE CHLOROHYDRINATION PROCESS FOR CONVERTING PROPYLENE TO PROPYLENE OXIDE
Bis(2-chloroisopropyl) Ether is an organochlorine pesticide. Bis(2-chloroisopropyl) Ether is used as a nematicide to controlparasitic nematodes in agriculture.
(1972) 1.35X10+10 G (EST)|(1975) GREATER THAN 4.54X10+5 G
Propane, 2,2'-oxybis[1-chloro-: ACTIVE|T - indicates a substance that is the subject of a final TSCA section 4 test rule.|DICHLORODIISOPROPYL ETHER WAS EFFECTIVE FOR PROMOTION OF ADVENTITIOUS ROOT GROWTH IN TOMATOES.
EPA Method 611: A gas chromatography method for the analysis of semivolatile organic compounds in municipal and industrial discharges, consists of a glass column, 1.8 m x 2 mm ID, packed with Supelcoport (100/120 mesh) coated with 3% SP-1000, with a halide specific detector (electrolytic conductivity or microcoulometric), and helium as the carrier gas at a flow rate of 40 ml/min. A sample injection volume of 2 to 5 ul is suggested, the column temperature is held isothermal at 60 °C for two min after injection then programmed at 8 °C/min to 230 °C and held for four min. For bis(2-chloroisopropyl) ether, this method has a detection limit of 0.8 ug/l and an overall precision of 0.36 times the average recovery + 0.79, over a working range of 1.0 to 626 ug/l.|EPA Method 625: A gas chromatography/mass spectrometry method for the analysis of semivolatile organic compounds in municipal and industrial discharges, consists of a glass column, 1.8 m x 2 mm ID, packed with Supelcoport (100/120 mesh) coated with 3% SP-2250, with the detection performed by the mass spectrometer, and helium as the carrier gas at a flow rate of 30 ml/min. A sample injection volume of 2 to 5 ul is suggested, the column temperature is held isothermal at 50 °C for 4 minutes and then programmed immediately at 8 deg/min to a final temperature of 270 °C. For bis(2-chloroisopropyl) ether, this method has a detection limit of 5.7 ug/l and an overall precision of 0.36 times the average recovery + 0.67, over a working range of 5 to 1300 ug/l.|EPA Method 1625: Semivolatile Organic Compounds. An isotope dilution gas chromatography/mass spectrometry method for the determination of semivolatile organic compounds in municipal and industrial discharges. This method is designed to meet the survey requirements of Effluent Guidelines Division (EGD) and the National Pollution Discharge Elimination System (NPDES).Extraction is performed by adding methylene chloride to the samples in a continuous liquid-liquid extractor and concentrated with a Kuderna-Danish apparatus. Under the prescribed conditions, unlabeled bis(2-chloro-1- methylether) ether has a detection limit of 10 ug/l and a mean retention time of 799 sec. This method has an initial precision of 17 ug/l and an accuracy of 81-138 ug/l for the unlabeled compound.|EPA Method 8010: Halogenated Volatile Organics: Samples can be analyzed by direct injection or purge-and-trap using GC with flame ionization detector. Under the prescribed conditions, bis(2-dichloroisopropyl) ether can be analyzed using this method. No statistical analysis was determined.|For more Analytic Laboratory Methods (Complete) data for BIS(2-CHLORO-1-METHYLETHYL) ETHER (16 total), please visit the HSDB record page.
A HIGHLY SPECIFIC MASS FRAGMENTOGRAPHIC METHOD FOR QUANTITATIVE DETERMINATION OF DCIP IN RAT TISSUES WAS DEVELOPED. DCIP IN THE WHITE ADIPOSE TISSUE, LIVER, KIDNEY AND BLOOD OF RAT WAS STEAM DISTILLED AND TRAPPED IN TOLUENE. THE TOLUENE SOLUTION WAS DRIED OVER ANHYDROUS SODIUM SULFATE AND INJECTED DIRECTLY INTO A GAS CHROMATOGRAPH-MASS SPECTROMETER (GC-MS), EQUIPPED WITH A MULTIPLE ION DETECTOR. DCIP WAS DETERMINED BY COMPARING THE PEAK HEIGHTS OF 2 ION FRAGMENTS (M/E MASS-CHARGE RATIO) 121 AND 123) WITH THE CORRESPONDING PEAK HEIGHTS OF KNOWN AMOUNTS OF STANDARDS. /NO/ INTERFERENCE ON THE MASS FRAGMENTOGRAMS WAS ... OBSERVED IN THE ANALYSIS OF THE RAT TISSUES. USING 10 G OF THE SAMPLE, THE METHOD WAS SENSITIVE TO 0.05 PPM AND THE RECOVERIES OF DCIP AVERAGED 87 + OR - 16%.
Fire Hazards -> Flammable - 2nd degree
Computed Properties
Molecular Weight:171.06
XLogP3:2.1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:4
Exact Mass:170.0265204
Monoisotopic Mass:170.0265204
Topological Polar Surface Area:9.2
Heavy Atom Count:9
Complexity:60.1
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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Bis(2-chloro-1-methylethyl) ether
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