Chloromethyl chloroformate

Chloromethyl chloroformate Basic information
Product Name:Chloromethyl chloroformate
Synonyms:CHLOROFORMIC ACID CHLOROMETHYL ESTER;CHLOROMETHYL CHLOROFORMATE;CMCF;JMC;CHLOROMETHYL CHLOROFORMATE (JMC)(INTERMEDIATE OF TENOFOVIR DISOPROXIL FUMARATE);Chloromethylchloroformate,97%;chlorocarbonicacidchloromethylester;Chloromethyl Chloroformate (JMC)
CAS:22128-62-7
MF:C2H2Cl2O2
MW:128.94
EINECS:244-793-3
Product Categories:Miscellaneous Reagents;Acid HalidesDerivatization Reagents HPLC;Carbonyl ChloridesDerivatization Reagents HPLC;Carbonyl Compounds;Fluorescence;Halogenated;Organic Building Blocks
Mol File:22128-62-7.mol
Chloromethyl chloroformate Structure
Chloromethyl chloroformate Chemical Properties
Melting point <-20°C
Boiling point 107-108 °C(lit.)
density 1.449 g/mL at 20 °C
refractive index n20/D 1.428
Fp 95°C
storage temp. 2-8°C
solubility Chloroform (Soluble), Methanol (Slightly)
form clear liquid
color Colorless to Light yellow to Light orange
Water Solubility Slightly miscible with water.
Sensitive Moisture Sensitive
BRN 506426
Stability:Extremely Moisture Sensitive, Hygroscopic
CAS DataBase Reference22128-62-7(CAS DataBase Reference)
EPA Substance Registry SystemCarbonochloridic acid, chloromethyl ester (22128-62-7)
Safety Information
Hazard Codes T
Risk Statements 23-34
Safety Statements 26-36/37/39-45
RIDADR UN 2745 6.1/PG 2
WGK Germany 3
10-19-21
HS Code 2915.90.5050
HazardClass 6.1
PackingGroup II
MSDS Information
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Chloromethyl chloroformate English
SigmaAldrich English
ALFA English
Chloromethyl chloroformate Usage And Synthesis
Chemical PropertiesChloromethyl chloroformate is Clear Colourless Oil
UsesChloromethyl chloroformate is used as a reagent in the synthesis of carbamates and carbonates.
UsesChloromethyl chloroformate is used as an intermediate in pharmaceuticals and in manufacture other chemicals. It acts as a reactant in the synthesis of aminocarbonyloxymethyl esters of diclofenac, flufenamic acid and in monomethoxypoly(ethyleneglycol) prodrugs of cyclosporin A.
Synthesis Reference(s)Journal of the American Chemical Society, 106, p. 1808, 1984 DOI: 10.1021/ja00318a042
General DescriptionChloromethyl chloroformate is a colorless liquid with a penetrating, irritating odor. Denser than water. Contact may irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation and skin absorption. Used to make other chemicals.
Air & Water ReactionsReacts with moisture in air to generate heat and hydrochloric acid fumes [Merck, 11th ed., 1989]. Reacts with water.
Reactivity ProfileCHLOROMETHYLCHLOROFORMATE is water reactive. Incompatible with strong oxidizing agents, alcohols, bases (including amines). 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].
Health HazardTOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire HazardNon-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Vapors may accumulate in confined areas (basement, tanks, hopper/tank cars etc.). Substance will react with water (some violently), releasing corrosive and/or toxic gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Chloromethyl chloroformate Preparation Products And Raw materials
Preparation ProductsChloromethyl chlorosulfate-->Methyl chlorosulfonate-->Chloromethyl ethyl carbonate
Methylparaben Methyl anthranilate 1-CHLORO-2-METHYLPROPYL CHLOROFORMATE 2-Chloroethyl chloroformate Chloromethyl methyl ether Chloromethyl chloroformate DIPHOSGENE [CARBONYL-14C] (+/-)-1,2,2,2-TETRACHLOROETHYL CHLOROFORMATE Trimethoxymethane 1-Chloroethyl chloroformate Methyl 2-iodobenzoate Chloromethyl pivalate ALPHA-CHLORO-2-(TRIFLUOROMETHYL)BENZYL CHLOROFORMATE Methyl chloroformate Diphosgene Methyl benzoate Chloroformate Methyl formate

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