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Chloromethyl methyl ether

Chloromethyl methyl ether Basic information
Product Name:Chloromethyl methyl ether
Synonyms:CHLOROMETHYL METHYL ETHER;Chloromethyl methyl ethe;Chloromethyl Methyl Ether, >;ormethyL;LJJJM
Product Categories:API Intermediate
Mol File:107-30-2.mol
Chloromethyl methyl ether Structure
Chloromethyl methyl ether Chemical Properties
Melting point -103.5°C
Boiling point bp 59°
density d420 1.0605
vapor pressure 260 mmHg at 20 °C
refractive index nD20 1.39737
Fp 15℃ (tag closed test)
storage temp. 2-8°C
form Colorless liquid
OdorSimilar to HCl
Exposure limitsTLV-TWA — none assigned, A2-Suspected Human Carcinogen (ACGIH 1988); Carcinogen–Human Limited Evidence (IARC); Carcinogen (OSHA).
IARC1 (Vol. 4, Sup 7, 100F) 2012
EPA Substance Registry SystemChloromethyl methyl ether (107-30-2)
Safety Information
Hazardous Substances Data107-30-2(Hazardous Substances Data)
ToxicityLC50 inhal (rat) 55 ppm (180 mg/m3; 7 h)
LD50 oral (rat) 817 mg/kg
MSDS Information
Chloromethyl methyl ether Usage And Synthesis
Chemical PropertiesColorless liquid.Decomposes in water; soluble in alcohol and ether.
Chemical PropertiesChloromethyl methyl ether is a volatile, highly flammable, corrosive liquid with an ethereal odor.
UsesIn synthesis of chloromethylated compounds, plastics and ion-exchange resins.
UsesChloromethyl methyl ether (CMME) is usedas a methylating agent in the synthesis ofchloromethylated compounds.
UsesChemical intermediate; preparation of ion-exchange resins
HazardFlammable, dangerous fire and explosion risk. Toxic by ingestion and inhalation. TLV: Suspected human carcinogen.
Health HazardCMME is a moderately toxic compoundwith cancer-causing action. The inhalationtoxicity of this compound, like that of otherlower aliphatic haloethers, is greater thanthe acute oral or dermal toxicity. It is lesstoxic than dichloroethers. Exposure to thiscompound can cause irritation of the eyes,nose, and throat. At high concentrations, lunginjury can occur
LC50 value, inhalation (rats): 180 mg (55ppm)/m3/7 hr
LD50 value, oral (rats): 817 mg/kg
CMME was found to be carcinogenic intest animals by inhalation and subcutaneousapplications. It produced lung and endocrinetumors. In humans its exposure can causelung cancer.
Health HazardThe acute toxicity of chloromethyl methyl ether is moderate to high. Inhalation of the vapor is severely irritating to the eyes, skin, nose, and respiratory tract, and causes sore throat, fever, chills, and difficulty breathing. Exposure to high concentrations can lead to delayed pulmonary edema, which can be fatal. Eye or skin contact with the liquid can result in severe and painful burns. Ingestion of this substance may lead to severe burns of the mouth and stomach and can be fatal. Chloromethyl methyl ether is regulated by OSHA as a carcinogen (29 CFR 1910.1006) and is listed in IARC Group 1 ("carcinogenic to humans"). This substance is classified as a "select carcinogen" under the criteria of the OSHA Laboratory Standard. Note also that some commercial samples of chloromethyl methyl ether contain up to 7% of highly carcinogenic bis(chloromethyl) ether. Hydrolysis of chloromethyl methyl ether produces HCl and formaldehyde, which can recombine to form bis(chloromethyl) ether. No information is available on the reproductive and developmental toxicity of chloromethyl methyl ether. Odor does not provide adequate warning of the harmful presence of this carcinogenic substance.
Fire HazardChloromethyl methyl ether is highly flammable. Fires involving this substance should be extinguished with carbon dioxide or dry chemical extinguishers.
Flammability and ExplosibilityChloromethyl methyl ether is highly flammable. Fires involving this substance should be extinguished with carbon dioxide or dry chemical extinguishers.
Safety ProfileConfirmed human carcinogen with experimental carcinogenic, tumorigenic, and neoplastigenic data. Poison by inhalation. Moderately toxic by ingestion. Human mutation data reported. A very dangerous fire hazard when exposed to heat or flame. To fight fire, use alcohol foam,water, CO2, or dry chemical. Reaction with dvalent metals forms a very reactive product. When heated to decomposition it emits toxic fumes of Cl-. See also ETHERS and CHLORINATED HYDROCARBONS, ALIPHATIC.
Potential ExposureChloromethyl. methyl ether is a highly reactive methylating agent and is used in the chemical industry for synthesis of organic chemicals. Most industrial operations are carried out in closed process vessels so that exposure is minimized.
CarcinogenicityTechnical-grade chloromethyl methyl ether (CMME) are known to be human carcinogens based on sufficient evidence of carcinogenicity from studies in humans.
storagework with this substance should be conducted in a fume hood to prevent exposure by inhalation, and appropriate impermeable gloves and splash goggles should be worn at all times to prevent skin and eye contact. Chloromethyl methyl ether is also highly flammable and should be used only in areas free of ignition sources; quantities greater than 1 liter should be stored in tightly sealed metal containers in areas separate from oxidizers in secondary containers.
ShippingUN1239 Methyl chloromethyl ether, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, Inhalation Hazard Zone A. PGI.
Purification MethodsIf suspect (check IR), shake it with saturated aqueous CaCl2 solution, dry over CaCl2 and fractionally distil taking middle fraction. [Marvel & Porter Org Synth Coll Vol I 377 1941, Beilstein 1 H 580, 1 I 304, 1 II 645, 1 III 2587, 1 IV 3046.] VERY TOXIC and CARCINOGENIC.
IncompatibilitiesMay form explosive mixture with air. May be able to form unstable and explosive peroxides on contact with oxygen. Contact with (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Decomposes on contact with water, forming hydrochloric acid and formaldehyde. Attacks various metals in presence of water.
Waste DisposalIncineration, preferably after mixing with another combustible fuel. Care must be exercised to assure complete combustion to prevent the formation of phosgene. An acid scrubber is necessary to remove the halo acids produced.
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