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Methyl chloroformate

Methyl chloroformate Basic information
Product Name:Methyl chloroformate
Product Categories:Miscellaneous Reagents;API Intermediate;Organics;CHLOROFORMATES;Acid HalidesDerivatization Reagents HPLC;Carbonyl Chlorides;Carbonyl Compounds;Fluorescence;Organic Building Blocks
Mol File:79-22-1.mol
Methyl chloroformate Structure
Methyl chloroformate Chemical Properties
Melting point -61°C
Boiling point 70-72 °C(lit.)
density 1.223 g/mL at 25 °C(lit.)
vapor density 3.26 (vs air)
vapor pressure 4.8 psi ( 20 °C)
refractive index n20/D 1.387(lit.)
Fp 64 °F
storage temp. Store at 0-5°C
form Liquid
color Clear colorless to light yellow
Water Solubility hydrolysis
Merck 13,6071
CAS DataBase Reference79-22-1(CAS DataBase Reference)
NIST Chemistry ReferenceCarbonochloridic acid, methyl ester(79-22-1)
EPA Substance Registry SystemMethyl chlorocarbonate (79-22-1)
Safety Information
Hazard Codes F,T+
Risk Statements 11-21/22-26-34
Safety Statements 14-26-28-36/37/39-45-63-46-28A-39-36/37
RIDADR UN 1238 6.1/PG 1
WGK Germany 2
RTECS FG3675000
Autoignition Temperature485 °C
HazardClass 6.1(a)
PackingGroup I
HS Code 29151300
Hazardous Substances Data79-22-1(Hazardous Substances Data)
MSDS Information
SigmaAldrich English
Methyl chloroformate Usage And Synthesis
Chemical PropertiesColorless liquid. Decomposed by hot water; stable to cold water. Soluble in methanol alcohol, ether, and benzene.
Chemical PropertiesMethyl chloroformate is a colorless liquid with an unpleasant, acrid odor. This is a highly corrosive and flammable material.
UsesChloroformic Acid Methyl Ester is used in the synthesis of a new class of potent Cdk4 inhibitors in the treatment of cancer. Also used in the synthesis of Phorboxazole B.
Production MethodsPrepared from phosgene and methyl alcohol.
General DescriptionA colorless liquid with a pungent odor. Flash point 54°F. Corrosive to metals and tissue. Vapors heavier than air. Very toxic by inhalation. Used to make other chemicals and insecticides.
Air & Water ReactionsHighly flammable. Gives off hydrochloric acid fumes in contact with moist air. Slightly soluble in water and decomposed by water to hydrochloric acid with evolution of heat.
Reactivity ProfileMethyl chloroformate is incompatible with water, strong oxidizing agents, alcohols, bases (including amines). Decomposes slowly in water to yield methanol, HCl, and CO2; reaction can be hazardous if water is hot. Attacks many metals especially in humid atmosphere [Handling Chemicals Safely 1980. p. 476]. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
HazardFlammable, dangerous fire risk. Highly corrosive and irritant to skin and eyes.
Health HazardMethyl chloroformate is highly toxic upon inhalation and upon ingestion. A concentration of 1 mg/liter (190 ppm) has been lethal in 10 minutes. It is corrosive and irritating to skin.
Fire HazardMethyl chloroformate is very dangerous when exposed to heat sources, sparks, flame, or oxidizers. Methyl chloroformate will react with water or steam to produce toxic and corrosive fumes. Vapors may travel to a source of ignition and flash back. Withdraw immediately in case of rising sound from venting safety device or any discoloration of tank due to fire. Toxic fumes of phosgene are produced when the material is heated to decomposition. Heat or steam should be avoided.
Chemical ReactivityReactivity with Water: Reacts slowly, evolving hydrogen chloride (hydrochloric acid). Reaction can be hazardous if water is hot; Reactivity with Common Materials: Corrodes rubber; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water, rinse with sodium bicarbonate or lime solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety ProfilePoison by ingestion, inhalation, and intraperitoneal routes. Moderately toxic by skin contact. Human systemic effects by inhalation: conjunctiva irritation and respiratory effects. Corrosive to skin, eyes, and mucous membranes. Very dangerous fire hazard when exposed to heat sources, sparks, flame, or oxidzers. Reacts with water or steam to produce toxic and corrosive fumes. When heated to decomposition it emits toxic fumes of Cl-, methyl chloroformate, and phosgene.
Potential ExposureUsed in synthesis of pharmaceuticals; herbicides, plastics and other organic chemicals; as a solvent in the photographic industry; as a chemical intermediate in the production of other chemicals. In WWI it was used as military tear-producing warfare agent.
ShippingUN1238 Methyl chloroformate, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquid, 8-Corrosive material Inhalation Hazard Zone A
IncompatibilitiesMay form explosive mixture with air. Violent reaction with alkali metals; ethers. Incompatible with strong acids; strong bases; alcohols, oxidizers, dimethylsulfoxide; dimethyl formamide. Contact with water or moisture produces corrosive and poisonous hydrogen chloride gas, methanol and carbon monoxide. Corrodes metals in the presence of moisture. Attacks some plastics, rubber and coatings.
Waste DisposalConsult 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
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