Methyl cyanoformate

CAS No.：17640-15-2

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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 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 System	Carbonocyanidic 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
F	10-19-21
HazardClass	3.2
PackingGroup	III

MSDS Information

Provider	Language
SigmaAldrich	English

Methyl cyanoformate Usage And Synthesis

Description	Methyl 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 Properties	Colorless liquid; ethereal odor. Decomposedby alkalies and water. Soluble in alcohol, benzene,ether.
Uses	Selective acylating reagent.
Uses	Organic synthesis.
Purification Methods	Purify 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.]

Methyl cyanoformate Preparation Products And Raw materials

Raw materials	2,4-Cyclohexadien-1-one, 6-methylene--->Methyl 4h-benzo[e][1,2]oxazine-3-carboxylate-->1-Phospha-1-butyne, 3,3-dimethyl--->dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate-->methyl (triphenylphosphoranylidene)acetate-->Methoxyacetonitrile-->POTASSIUM CYANIDE-->Triethylenediamine-->Sodium cyanide-->Trimethylsilyl cyanide-->Methyl chloroformate
Preparation Products	BENZENEHEXACARBOXYLIC ACID HEXAMETHYL ESTER-->(2-FURYL)GLYOXYLIC ACID

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