Isopropyl chloroformate

Isopropyl chloroformate Basic information
Product Name:Isopropyl chloroformate
Synonyms:chlorocarbonicacidisopropylester;chloro-formicaciisopropylester;isopropylchloroformatesolution;isopropylchloromethanoate;isopropylesterkyselinychlormravenci;ISOPROPYL CHLOROCARBONATE;ISOPROPYL CHLOROFORMATE;IPCF
CAS:108-23-6
MF:C4H7ClO2
MW:122.55
EINECS:203-563-2
Product Categories:Indolines ,Indoles ,Indazoles;Acid Halides;CHLOROFORMATES;Carbonyl Compounds;Organic Building Blocks;Agrochemicals
Mol File:108-23-6.mol
Isopropyl chloroformate Structure
Isopropyl chloroformate Chemical Properties
Boiling point 105 °C
density 0.892 g/mL at 25 °C
vapor pressure 27.998hPa at 20℃
refractive index n20/D 1.485(lit.)
Fp 43 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), Dichloromethane (Soluble), Ethyl Acetate (Slightly), Tol
form Notspecified
BRN 506416
Stability:Moisture Sensitive
InChIKeyIVRIRQXJSNCSPQ-UHFFFAOYSA-N
CAS DataBase Reference108-23-6(CAS DataBase Reference)
EPA Substance Registry SystemIsopropyl chloroformate (108-23-6)
Safety Information
Hazard Codes F,C,T+
Risk Statements 11-34-48/20-63-65-67-43-26
Safety Statements 26-36/37/39-45-62-28-16
RIDADR UN 3286 3/PG 2
WGK Germany 2
RTECS LQ6475000
10-19
HazardClass 6.1(a)
PackingGroup I
HS Code 29159000
Hazardous Substances Data108-23-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Carbonochloridic acid 1-methylethyl ester English
SigmaAldrich English
Isopropyl chloroformate Usage And Synthesis
Chemical PropertiesIsopropyl chloroformate is a colorless liquid with corrosive properties and a pungent odor. generally present as 1.0 mol/L toluene solution of isopropyl chloroformate. It is a highly flammable chemical. Isopropyl chloroformate decomposes when heated, producing toxic and corrosive fumes, including hydrogen chloride and phosgene. The chemical reacts with water to produce alcohol and hydrogen chloride. Hydrolysis would yield chloroformic acid, which is considered a strong acid.
UsesChemical intermediate for free-radical polymerization initiators, organic synthesis.
UsesIsopropyl chloroform was used in the preparation of isopropyl cyclohexane via alkylation of cyclohexene. It was also used in the preparation of 10-isopropyloctadecanoic acid via reaction with oleic acid in the presence of ethylaluminum sesquichloride
Production MethodsPrepared by the reaction of liquid anhydrous isopropyl alcohol with molar excess of dry, chlorine-free phosgene at low temperature.
General DescriptionA clear colorless volatile liquid with a pungent irritating odor. About the same density as water and insoluble in water. Floats on water Flash point 75°F. Very irritating to skin and eyes and very toxic by inhalation, ingestion and skin absorption. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Gives off HCl fumes in moist air. Insoluble in water. Decomposes slowly in water forming isopropyl alcohol, HCl, and CO2.
Reactivity ProfileIsopropyl chloroformate is water reactive. A sample stored in a refrigerator exploded [Wischmeyer 1973]. 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].
HazardToxic by inhalation.
Health HazardAcute: highly toxic by inhalation, ingestion and skin absorption. Delayed: can produce delayed pulmonary edema (2-24 hours after exposure) similar to that produced by phosgene. Inhalation of material may cause death or permanent injury.
Fire HazardExtremely dangerous; Isopropyl chloroformate has exploded while stored in refrigerator. Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Like other chlorides, when heated to decomposition or on contact with acids or acrid fumes, they evolve highly toxic chloride fumes. Reacts violently with phosgene. Unstable, avoid phosgene
Isobutyl chloroformate Allyl chloroformate Benzyl chloroformate Propyl chloroformate Diallyl phthalate ISOPROPYL LAURATE 2'-Hydroxy-3-phenylpropiophenone Olibanum oil Ethyl chloroformate Isopropylparaben Isopropyl acetate BUTYL OLEATE Formic acid isopropyl ester Methyl acrylate Isopropyl alcohol Chloroformate Dimethyl succinate Isopropyl myristate

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