28325

Methyl cyanoformate

purum, ≥98.5% (GC)

• Linear Formula: NCCO₂CH₃
• CAS Number: 17640-15-2
• Molecular Weight: 85.06
• EC Number: 241-626-6
• UNSPSC Code: 12352100
• PubChem Substance ID: 24857095
• Beilstein/REAXYS Number: 1742994
• MDL number: MFCD00013420

Properties

• grade: purum
• assay: ≥98.5% (GC)
• refractive index: n20/D 1.374
• bp: 100-101 °C (lit.)
• density: 1.072 g/mL at 25 °C (lit.)
• SMILES string: COC(=O)C#N
• InChI: 1S/C3H3NO2/c1-6-3(5)2-4/h1H3
• InChI key: OBWFJXLKRAFEDI-UHFFFAOYSA-N

Description

Application

Methyl cyanoformate has been used in:

• enantioselective synthesis of series of pure S-(+)-2β-carboalkoxy-3α-[bis(4-fluorophenyl)methoxy]tropanes
• regioselective synthesis of β-keto esters via C-acylation of lithium enolates
• peroxide-initiated free-radical chain cyanation of several hydrocarbons
• the C-acylation of enolates

Other Notes

Reagent used for the C-acylation of enolates

Safety Information

• pictograms: GHS02,GHS06
• signalword: Danger
• hcodes: H226,H300 + H310 + H330,H315,H319
• pcodes: P210 - P280 - P301 + P330 + P331 + P310 - P302 + P352 + P310 - P304 + P340 + P310 - P370 + P378
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
• Storage Class: 3 - Flammable liquids
• wgk: WGK 3
• flash_point_f: 78.8 °F - closed cup
• flash_point_c: 26 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter