Chloromethane
Synonym(s):Methyl chloride
- CAS NO.:74-87-3
- Empirical Formula: CH3Cl
- Molecular Weight: 50.49
- MDL number: MFCD00000872
- EINECS: 200-817-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:15:32
What is Chloromethane?
Description
Methyl chloride is a colorless, flammable gas
with a faintly sweet, nonirritating odor at room
temperature. It is shipped as a transparent liquid
under its vapor pressure of about 59 psig at
70°F (407 kPa at 21.1℃).
Methyl chloride burns feebly in air, but forms
mixtures with air that can be explosive within its
flammability range.
Dry methyl chloride is very stable at normal
temperatures and in contact with air. In the
presence of moisture, it hydrolyzes slowly,
which results in the formation of corrosive hydrochloric
acid. At temperatures above 700°F
(371℃), methyl chloride may decompose into
toxic end-products (hydrochloric acid, phosgene,
chlorine, and carbon monoxide). It is
slightly soluble in water and very soluble in
alcohol, mineral oils, chloroform, and most organic
liquids.
Description
Chloromethane, frequently called methyl chloride, is a colorless, toxic gas. It has been known since the early 19th century.
In 1835, prominent French chemists Jean-Baptiste Dumas of the école Polytechnique and Eugène Péligot of the Institut National Agronomique (both in Paris) teamed up to devise the first synthesis of chloromethane. They heated methanol and sodium chloride in the presence of sulfuric acid to produce the gas. Their synthesis was the forerunner of the primary modern manufacturing method, which uses hydrogen chloride in place of NaCl and H2SO4.
Chloromethane is found sparsely in nature. It is usually produced by the enzyme methyl chloride tranferase, which is present in wood-rotting fungi and salt marsh plants. As of 2020, chloromethane was the only organochlorine compound to have been detected in space, by both the Atacama Large Millimeter/submillimeter Array telescope in Chile and the Rosetta spacecraft.
Chloromethane was once widely used as a refrigerant1, but it has long since been replaced by substances that are less toxic and less harmful to the ozone layer in Earth’s atmosphere. Currently, it is used in industry as a reagent in chemical production, an extractant for oils and resins, a propellant in foam production, and a solvent in rubber manufacture and petroleum refining.
1. As a refrigerant, chloromethane was called Freon-40.
Chemical properties
Methyl 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 properties
Methyl 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 properties
Colorless, 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).
The Uses of Chloromethane
manufacture of silicones, tetramethyleads. Solvent catalyst for butyl rubber. Has been used as a refrigerant.
The Uses of Chloromethane
Methyl 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.
The Uses of Chloromethane
Nearly equal amounts of methyl chloride are used in making these rubbers and the other principal user, production of tetramethyllead.
Definition
ChEBI: A one-carbon compound that is methane in which one of the hydrogens is replaced by a chloro group.
Production Methods
Methyl 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.
Production Methods
Methyl chloride is also commercially produced by reaction of HCl on methanol in the presence of zinc chloride. Methyl chloride is mainly used in the production of silicone resins and rubbers. Silicon is reacted with an excess of methyl chloride at 300 °C in the presence of a copper catalyst. The product includes mono-, di-, and trichloromethyl silanes. Hydrolysis of the chloro groups converts them into the corresponding hydroxymethylsilanes.
General Description
A 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 Reactions
Highly flammable.
Reactivity Profile
METHYL 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].
Hazard
Flammable, 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 Hazard
Inhalation 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 Hazard
Inhalation 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 Hazard
Flammable 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.
Materials Uses
Dry methyl chloride may be contained in such
common metals as steel, iron, copper, and
bronze, but it has a corrosive action on zinc,
aluminum, die castings, and possibly magnesium
alloys. Methyl chloride must not be used
with aluminum, since in the presence of moisture
it forms spontaneously flammable methyl
aluminum compounds upon contact with that
metal. No reaction occurs, however, with the
drying agent, activated alumina.
Gaskets made of natural rubber and many
neoprene compositions should be avoided because
methyl chloride dissolves many organic
materials. Pressed fiber gaskets, including those
made of asbestos may be used with methyl chloride.
Polyvinyl alcohol is unaffected by methyl
chloride, and its use is also recommended. Medium-
soft metal gaskets may be used for applications
where alternating stresses such as those resulting from large temperature changes do not
lead to "ironing out" and consequent leakage.
Safety Profile
Suspected 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 Exposure
Methyl 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.
Physiological effects
Methyl chloride is toxic, and areas where it is
handled must be adequately ventilated. It is
particularly dangerous in that it has no pronounced
odor to serve as a warning.
It acts as an anesthetic about one-fourth as
potent as chloroform, and also acts as a narcotic.
Inhalation must be avoided. Mild cases of
methyl chloride poisoning usually suffer from ataxia, lightheadedness, confusion, tremors,
nausea and vomiting, and frequently from anorexia
after a latent period of one-half to several
hours. Hiccough and constricting pain in the
neck may also be experienced. Visual disturbances
such as double vision are frequently reported.
Severe nonfatal poisonings are also characterized
by a latent period of several hours between
exposure and the onset of the first signs
or symptoms. This varies with individual susceptibility
and the intensity of exposure. Exposure
to high concentrations of several hundred
ppm or more leads successively to dizziness,
headache, vertigo, loss of coordination, nausea
and vomiting, abdominal pain, tremors, extreme
nervousness, mental confusion, convulsion,
unconsciousness, coma, and eventually death.
Rapid pulse, lowered blood pressure, elevated
body temperature, and rapid respiration are
among additional signs of exposure that may be
present. Some victims may show signs of liver
injury associated with jaundice and porphyrinuria,
and renal disturbances characterized by
albuminuria and oliguria, which may pass into
anuria. Complete recovery from severe
methyl chloride poisoning may take weeks or
months.
Fatal methyl chloride poisoning can have
symptoms similar to those of severe nonfatal
poisoning. Apparent recovery from what seems
a mild exposure through inhalation may be followed
by serious, prolonged or even fatal aftereffects
within a few days or weeks as a result of
cerebral and pulmonary edema and circulatory
failure. Repeated exposures are dangerous because
methyl chloride is eliminated slowly from
the body, where it is converted into hydrochloric
acid and methyl alcohol (wood alcohol).
ACGIH recommends a Threshold Limit
Value-Time-Weighted Average (TLV-TWA)
of 50 ppm (103 mg/m3
) for methyl chloride.
The TLV-TWA is the time-weighted average
concentration for a normal 8-hour workday and
a 40-hour workweek, to which nearly all workers
may be repeatedly exposed, day after day,
without adverse effect. ACGIH also recommends
a Threshold Limit Value-Short Term
Exposure Limit (TLV-STEL) of 100 ppm (207
mg/m3
) for methyl chloride. The TLV-STEL is
the 15-minute TWA exposure that should not be
exceeded at any time during a workday even if
the 8-hour TWA is within the TLV-TWA. Exposures
above the TLV-TWA up to the STEL
should not be longer than 15 minutes and should
not occur more than 4 times per day. There
should be at least 60 minutes between successive
exposures in this range .
OSHA lists an 8-hour Time-Weighted Average-
Permissible Exposure Limit (TWA-PEL)
of 100 ppm for methyl chloride. TWA-PEL is
the exposure limit that shall not be exceeded by
the 8-hour TWA in any 8-hour work shift of a
40-hour workweek. In addition, OSHA lists an
acceptable ceiling concentration of 200 ppm for
methyl chloride. The acceptable ceiling concentration
is the exposure limit that shall not be
exceeded at any time during an 8-hour shift.
Methyl chloride has an exception in that it has
an acceptable maximum peak above the acceptable
ceiling concentration of 300 ppm for an
8-hour shift as long as the maximum duration is
only once for 5 minutes in any hour.
Contact of methyl chloride liquid (or vapor in
a concentrated stream) with the skin or the eyes
must also be avoided, for such contact can result
in a condition resembling frostbite of the tissues.
First aid
If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit. If frostbite has occurred, seek medical attention immediately; do NOT rub the affected areas or flush them with water. In order to prevent further tissue damage, do NOT attempt to remove frozen clothing from frostbitten areas. If frostbite has NOT occurred, immediately and thoroughly wash contaminated skin with soap and water. Medical observation is recommended for 2448 h after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a corticosteroid spray.
Carcinogenicity
Methyl chloride was mutagenic to bacteria
and genotoxic in a number of mammalian cell
systems in vitro.14 It gave positive results in the
dominant lethal test in rats in vivo.
NIOSH recommends that methyl chloride
be considered a potential occupational teratogen
and carcinogen.
The IARC states that there is inadequate
evidence for the carcinogenicity of methyl
chloride to experimental animals and humans.
Source
Drinking 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 Fate
Biological. Enzymatic degradation of methyl chloride yielded formaldehyde (Vogel et al.,
1987).
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 water
Miscible with chloroform, ether, glacial acetic acid (U.S. EPA, 1985), and other chlorinated hydrocarbons including carbon tetrachloride.
storage
All personnel handling methyl chloride cylinders should be fully informed about the dangers that can arise from improper handling of methyl chloride. The cylinder and system should be grounded before use. Before introducing methyl chloride into any apparatus or equipment, it should be tested for leaks, all leaks repaired, and the apparatus thoroughly dried. Only nonsparking tools should be used with methyl chloride. Chemical safety goggles and/or a full-face shield should be used when handling liquid methyl chloride.
Shipping
UN1063 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 Methods
Bubble 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.]
Incompatibilities
Violent 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 Disposal
Return 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
GRADES AVAILABLE
Methyl chloride is available for commercial and industrial use in various grades having much the same component proportions from one producer to another. Purities generally range from a minimum of99.5 mole percent.
Properties of Chloromethane
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 |
form | Colorless gas |
appearance | colorless gas |
color | Colorless to Almost colorless |
Odor | faint sweet ethereal odor |
explosive limit | 19% |
Water Solubility | 5.347g/L(24.9 ºC) |
Merck | 14,6041 |
BRN | 1696839 |
Henry's Law Constant | In 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) |
Dielectric constant | 12.6(-20℃) |
Exposure limits | TLV-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 Reference | 74-87-3(CAS DataBase Reference) |
IARC | 3 (Vol. 41, Sup 7, 71) 1999 |
EPA Substance Registry System | Chloromethane (74-87-3) |
Safety information for Chloromethane
Signal word | Danger |
Pictogram(s) |
Flame Flammables GHS02 Gas Cylinder Compressed Gases GHS04 Exclamation Mark Irritant GHS07 Health Hazard GHS08 |
GHS Hazard Statements |
H221:Flammable gases H280:Gases under pressure H351:Carcinogenicity H373:Specific target organ toxicity, repeated exposure H420:Hazardous to the ozone layer |
Precautionary Statement Codes |
P202:Do not handle until all safety precautions have been read and understood. P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P260:Do not breathe dust/fume/gas/mist/vapours/spray. P308+P313:IF exposed or concerned: Get medical advice/attention. P410+P403:Protect from sunlight. Store in a well-ventilated place. P502:Refer to manufacturer/supplier for information on recovery/recycling |
Computed Descriptors for Chloromethane
Chloromethane manufacturer
Maharashtra Gas Co
Prakash Chemicals Agencies
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