ChemicalBook > Product Catalog > Organic Chemistry > Hydrocarbons and derivatives > Hydrocarbon halides > METHYL CHLORIDE
METHYL CHLORIDE Chemical Properties
- Melting point:−97 °C(lit.)
- Boiling point:−24.2 °C(lit.)
- Density 0.915 g/mL at 25 °C(lit.)
- vapor density 1.74 (vs air)
- vapor pressure 3796 mm Hg ( 20 °C)
- refractive index 1.0007
- Flash point:<-30 °F
- storage temp. 2-8°C
- solubility water: soluble5.32g/L at 25°C
- explosive limit19%
- Water Solubility 5.347g/L(24.9 ºC)
- Merck 14,6041
- BRN 1696839
- Henry's Law ConstantIn seawater: 5.22 at 5 °C, 6.36 at 10 °C, 8.72 at 15 °C, 9.35 at 20 °C, 11.20 at 25 °C (Moore, 2000)
- Exposure limitsTLV-TWA 50 ppm (～105 mg/m3) (ACGIH), 100 ppm (～210 mg/m3) (OSHA); ceiling 100 ppm (MSHA), 200 ppm (OSHA); TLV STEL 100 ppm (ACGIH); carcinogenicity: Animal Inadequate Evidence, Human Inad equate Evidence (IARC).
- Stability:Stable. May react violently or explosively with interhalogens, magnesium, zinc, potassium, sodium or their alloys. Incompatible with natural rubber and neoprene composites, but does not attack PVA. Highly flammable. May decompose upon exposure to moist air or water.
- CAS DataBase Reference74-87-3(CAS DataBase Reference)
- EPA Substance Registry SystemChloromethane (74-87-3)
- Hazard Codes F+,Xn,T,F
- Risk Statements 12-40-48/20-67-66-22-19-38-23/25-11-39/23/24/25-23/24/25-62-63
- Safety Statements 9-16-33-29-36-24-45-7-36/37
- RIDADR UN 1993 3/PG 1
- WGK Germany 2
- RTECS PA6300000
- Autoignition Temperature1169 °F
- HazardClass 2.1
- PackingGroup II
- ToxicityLC50 (inhalation) for mice 3,146 ppm/7-h, rats 152,000 mg/m3/30-min (quoted, RTECS, 1985).
METHYL CHLORIDE Usage And Synthesis
- Chemical PropertiesMethyl chloride,CH3CI, is a flammable, narcotic,colorless compressed gas or liquid with a faintly sweet odor.Slightly soluble in water and soluble in alcohol this gas boils at -23.7℃ and freezes at -97.6℃ and is used as a refrigerant, catalyst carrier, and methylating agent. Also known as chloromethane.
- Chemical PropertiesMethyl chloride is a colorless gas with a faint, sweet odor which is not noticeable at dangerous concentrations. The odor threshold is 10 ppm. Shipped as a liquefied compressed gas.
- Physical propertiesColorless, liquefied compressed gas, with a sweet, ethereal odor. Volatile flammable gas. An experimentally determined odor threshold concentration of >100 ppmv was reported by Leonardos et al. (1969).
- UsesMethyl chloride is used as a refrigerant,as a local anesthetic, as a blowing agentfor polystyrene foams, and as a methylat ing agent in the synthesis of a number ofchemicals of commercial application.
- Usesmanufacture of silicones, tetramethyleads. Solvent catalyst for butyl rubber. Has been used as a refrigerant.
- DefinitionChEBI: A one-carbon compound that is methane in which one of the hydrogens is replaced by a chloro group.
- Production MethodsMethyl chloride has been used in rubber adhesives and other rubber solutions; in the pharmaceutical industry; as a paint and varnish remover; in solvent degreasing; in aerosol 2 JON B. REID AND CUSTODIO V. MUIANGA formulations; in food and drug processing; in the plastics industry; in hair sprays, insecticides, and spray paints; as a cosolvent or vapor pressure depressant; as a blowing agent for flexible polyurethane foams; as a cleaning solvent for printed circuit boards; as a stripper solvent for photoresists; as a solvent for cellulose acetate fiber; in plastic film; in protective coatings; in chemical processing; as a carrier solvent for herbicides and insecticides; to extract heatsensitive, naturally occurring substances such as cocoa, edible fats, spices, and beer hops; for decaffeinating coffee; as a refrigerant; in oil dewaxing; as a dye and perfume intermediate; in the textile industry; as a postharvest fumigant for strawberries; as a grain fumigant; for degreening citrus fruits; as an industrial solvent; in low-temperature extraction; as a solvent for oil, fats, bitumen, esters, resins, and rubber; in coating photographic films; as a food additive; in synthetic fibers and leather coatings; as a spotting agent; and in organic synthesis.
- General DescriptionA colorless gas with a faint sweet odor. Shipped as a liquid under its vapor pressure. A leak may either be liquid or vapor. Contact with the liquid may cause frostbite by evaporative cooling. Easily ignited. Vapors heavier than air. Can asphyxiate by the displacement of air. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket. Used to make other chemicals and as a herbicide.
- Air & Water ReactionsHighly flammable.
- Reactivity ProfileMETHYL CHLORIDE can react vigorously with oxidizing agents. May react explosively with sodium, potassium, sodium-potassium alloy, magnesium, zinc. Reacts with aluminum powder in the presence of catalytic amounts of aluminum chloride to form pyrophoric trimethylaluminum. When heated to decomposition, METHYL CHLORIDE emits highly toxic fumes of chlorine [Bretherick, 5th ed., 1995, p. 176].
- HazardFlammable, dangerous fire risk, explosive limits in air 10.7–17%. Narcotic. Psychic effects. Central nervous system impairment; liver, kidney and testicular damage, and teratogenic effects. Questionable carcinogen.
- Health HazardInhalation causes nausea, vomiting, weakness, headache, emotional disturbances; high concentrations cause mental confusion, eye disturbances, muscular tremors, cyanosis, convulsions. Contact of liquid with skin may cause frostbite.
- Health HazardInhalation of methyl chloride can produceheadache, dizziness, drowsiness, nausea,vomiting, convulsions, coma, and respiratoryfailure. It is narcotic at high concentrations.Repeated exposures can produce liver and Methyl chloride caused adverse reproduc tive effects in test animals. These includeembryo toxicity, fetal death, developmentalabnormalities, and paternal effects in rats andmice. It tested positive to the histidine rever sion–Ames test for mutagenicity. The car cinogenic properties of this compound havenot been established. The evidence in ani mals and humans is inadequate.
- Fire HazardFlammable gas, burns with a smoky flame; autoignition temperature 632°C (1170°F). Methyl chloride forms explosive mixtures with air within the range 7.6–19.0% by volume in air. It reacts explosively with alkali metals, potassium, sodium, or lithium; sodium–potassium alloy; and with magnesium, aluminum, or zinc in powder form.
- Safety ProfileSuspected carcinogen. Very mildly toxic by inhalation. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. Human systemic effects by inhalation: convulsions, nausea or vomiting, and unspecified effects on the eye. Methyl chloride has slight irritant properties and may be inhaled without noticeable discomfort. It has some narcotic action, but this effect is weaker than that of chloroform. Acute poisoning, characterized by the narcotic effect, is rare in industry. In exposures to high concentrations, dizziness, drowsiness, incoordination, confusion, nausea and vomiting, abdominal pains, hiccoughs, diplopia, and dimness of vision are followed by delirium, convulsions, and coma. Death may be immediate; however, if the exposure is not fatal, recovery is usually slow. Degenerative changes in the central nervous system are not uncommon. The liver, hdneys, and bone marrow may be affected, with resulting acute nephritis and anemia. Death resulting from degenerative changes in the heart, liver, and especially the kidneys may occur several days after exposure. Repeated exposure to low concentrations causes damage to the central nervous system and, less frequently, to the liver, hdneys, bone marrow, and cardiovascular system. Hemorrhages into the lungs, intestinal tract, and dura have been reported. Sprayed on the skin, chloromethane produces anesthesia through freezing of the tissues as it evaporates. Flammable gas. Very dangerous fire hazard when exposed to heat, flame, or powerful oxidizers. Moderate explosion hazard when exposed to flame and sparks. Explodes on contact with interhalogens (e.g., bromine trifluoride, bromine pentafluoride), magnesium and alloys, potassium and alloys, sodium and alloys, zinc. Potentially explosive reaction with aluminum when heated to 152' in a sealed container. Mxtures with aluminum chloride + ethylene react exothermically and then explode when pressurized to above 30 bar. May ignite on contact with aluminum chloride or powdered aluminum. To fight fire, stop flow of gas and use CO2, dry chemical, or water spray. When heated to decomposition it emits highly toxic fumes of Cl-. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
- Potential ExposureMethyl chloride is used as a methylating and chlorinating agent in organic chemistry; Used in production of silicones and tetramethyl lead. In petroleum refineries it is used as an extractant for greases, oils, and resins. Methyl chloride is also used as a solvent in the synthetic rubber industry; as a refrigerant; and as a propellant in polystyrene foam production. In the past it has been used as a local anesthetic (freezing). It is an intermediate in drug manufacture.
- SourceDrinking water standard: No MCLGs or MCLs have been proposed although methyl chloride has been listed for regulation (U.S. EPA, 1996). In addition, 100 μg/L was recommended (U.S. EPA, 2000).
- Environmental FateBiological. Enzymatic degradation of methyl chloride yielded formaldehyde (Vogel et al.,
Photolytic. Reported photooxidation products via OH radicals include formyl chloride, carbon monoxide, hydrogen chloride, and phosgene (Spence et al., 1976). In the presence of water, formyl chloride hydrolyzes to HCl and carbon monoxide, whereas phosgene hydrolyzes to hydrogen chloride and carbon monoxide (Morrison and Boyd, 1971).
Methyl chloride reacts with OH radicals in the atmosphere at a rate of 8.5 x 10-14 cm3/sec with a lifetime of 135 d (Cox et al., 1976).
Chemical/Physical. The estimated hydrolysis half-life at 25 °C and pH 7 is 0.93 yr (Mabey and Mill, 1978).
The evaporation half-life of methyl chloride (1 mg/L) from water at 25 °C using a shallow-pitch propeller stirrer at 200 rpm at an average depth of 6.5 cm was 27.6 min (Dilling, 1977).
- Solubility in waterMiscible with chloroform, ether, glacial acetic acid (U.S. EPA, 1985), and other chlorinated hydrocarbons including carbon tetrachloride.
- ShippingUN1063 Methyl chloride, or Refrigerant gas R 40, Hazard Class: 2.1; Labels: 2.1-Flammable gas. Cylinders must be transported in a secure upright position, in a well-ventilated truck. Protect cylinder and labels from physical damage. The owner of the compressed gas cylinder is the only entity allowed by federal law (49CFR) to transport and refill them. It is a violation of transportation regulations to refill compressed gas cylinders without the express written permission of the owner
- Purification MethodsBubble methyl chloride through a sintered-glass disc dipped into conc H2SO4, then wash it with water, condense it at low temperature and fractionally distil it. It has been distilled from AlCl3 at -80o. Alternatively, pass it through towers containing AlCl3, soda-lime and P2O5, then condense and fractionally distil it. Store it as a gas. [Beilstein 1 IV 28.]
- IncompatibilitiesViolent reaction with chemically active metals, such as potassium, powdered aluminum; zinc, and magnesium. Reaction with aluminum trichloride, ethylene. Reacts with water (hydrolyzes) to form hydrochloric acid. Attacks many metals in the presence of moisture
- Waste DisposalReturn refillable compressed gas cylinders to supplier. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. Controlled incineration with adequate scrubbing and ash disposal facilities
METHYL CHLORIDE Preparation Products And Raw materials
- Raw materialsHydrochloric acidMethanolChlorineCarbon tetrachlorideZinc chlorideAluminum oxide ChloralChlorophosPHOSPHAMIDONMonocrotophos
- Preparation ProductsChlorotrimethylsilane2-Amino-5-methylpyridineMETHYL MERCAPTANDichlorodimethylsilaneMethyl celluloseFipronilCurcumin1,2,4,5-TetramethylbenzenePOLY(BISPHENOL A CARBONATE)MethyltrichlorosilaneHydroxypropyl methyl cellulose1,2-Dimethoxybenzenealpha-butyl-alpha-phenyl-1H-imidazole-1-propiononitrile Mepiquat chloride CefdinirFluotrimazolDicambaAliquat 7ImazosulfuronClethodimFaropenem sodium hemipentahydratePolyethylene glycol dimethyl etherMethyltin mercaptideChloromethyl silaneEXXON BUTYL RUBBER 0652-chloro-3-isothiocyanato-prop-1-eneDichloromethylsilaneSUCCINYL CHLORIDEAuranofincoconutaminium trimethyl chloride2,4-Pentadienal4，4-dimethyl isoxazolidin-3-one
- Carbon tetrachloride Iodomethane 1-Bromo-2,3-dichlorobenzene 1,2,3,5-Tetrachlorobenzene HEXACHLOROBENZENE Chlorobenzene 2,3-Dichlorotoluene PENTACHLOROBENZENE 1,2,3,4-Tetrachlorobenzene 1,2-Dichlorobenzene 1,2,4-Trichlorobenzene 2,3-DICHLOROANISOLE CHLOROBENZENE-D5 2,3-DICHLOROHEXAFLUORO-2-BUTENE 2,4,5,6-TETRACHLORO-M-XYLENE 3,4-Dichlorobenzophenone trichlorobenzene 3,5-Bis(trifluoromethyl)benzoyl chloride
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