Methyl cyanoformate

Methyl cyanoformate Basic information
Product Name:Methyl cyanoformate
Synonyms:Carbonocyanidic acid, methyl ester;carbonocyanidicacid,methylester;CH3OC(O)CN;Cyanoformate methyl ester;cyanoformatemethylester;Cyanoformicacid,methylester;cyano-formicacimethylester;Cyklon A
CAS:17640-15-2
MF:C3H3NO2
MW:85.06
EINECS:241-626-6
Product Categories:C2 to C5;Carbonyl Compounds;Esters
Mol File:17640-15-2.mol
Methyl cyanoformate Structure
Methyl cyanoformate Chemical Properties
Melting point 185-186 °C
Boiling point 100-101 °C (lit.)
density 1.072 g/mL at 25 °C (lit.)
refractive index n20/D 1.374(lit.)
Fp 79 °F
BRN 1742994
EPA Substance Registry SystemCarbonocyanidic acid, methyl ester (17640-15-2)
Safety Information
Hazard Codes T+
Risk Statements 10-26/27/28-36/38-36/37/38
Safety Statements 26-28-36/37-45
RIDADR UN 3275 6.1/PG 2
WGK Germany 3
RTECS LQ7525000
10-19-21
HazardClass 3.2
PackingGroup III
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl cyanoformate Usage And Synthesis
DescriptionMethyl cyanoformate is the organic compound with the formula CH3OC(O)CN. It is used as a reagent in organic synthesis as a source of the methoxy carbonyl group , in which context it is also known as Mander's reagent. It was also the active ingredient in the pesticide product Zyklon A.
Chemical PropertiesColorless liquid; ethereal odor. Decomposedby alkalies and water. Soluble in alcohol, benzene,ether.
UsesSelective acylating reagent.
UsesOrganic synthesis.
Purification MethodsPurify the ester by fractionation through a 45cm glass helices packed column or a 30cm spinning band column. [Sheppard J Org Chem 27 3756 1962.] It has been distilled through a short Vigreux column (p 11), and further purified by recrystallisation from Et2O at -40o as white crystals which melt at room temperature. NMR:  4.0 ( C3), and IR: 2250 (CN) and 1750 (CO) cm-1 . [Childes & Weber JOrg Chem 41 3486 1976, Beilstein 2 III 1587.]
Ethyl cyanoformate BENZYL CYANOFORMATE Methoxyacetonitrile Glycolonitrile METHYL THIOCYANOFORMATE Methyl cyanoformate

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