359866

Diethyl isocyanomethylphosphonate

97%

• Synonym(s): Isocyanomethylphosphonic acid diethyl ester
• Linear Formula: CNCH₂P(O)(OC₂H₅)₂
• CAS Number: 41003-94-5
• Molecular Weight: 177.14
• Beilstein/REAXYS Number: 4674920
• MDL number: MFCD00042951
• UNSPSC Code: 12352108
• PubChem Substance ID: 24862114
• NACRES: NA.22

Properties

• assay: 97%
• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• refractive index: n20/D 1.433 (lit.)
• bp: 84-87 °C/0.1 mmHg (lit.)
• density: 1.105 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CCOP(=O)(C[N+]#[C-])OCC
• InChI: 1S/C6H12NO3P/c1-4-9-11(8,6-7-3)10-5-2/h4-6H2,1-2H3
• InChI key: ICURVXBGGDVHDT-UHFFFAOYSA-N

Description

Application

Reactant for:

• Copper-catalyzed cycloaddition reactions
• Preparation of orally bioavailable diamide prodrugs that lower glucose in diabetic animals through inhibition of fructose-1,6-bisphosphatase
• Synthesis of sterol analogs as antifungal agents against plant pathogens
• Asymmetric synthesis of steroidal 2,5-diketopiperazines prepared via isocyanide chemistry based on stereoselective Ugi four component condensation and subsequent cyclocondensation reactions
• The Passerini reaction

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332,H315,H319,H335
• pcodes: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 235.4 °F - closed cup
• flash_point_c: 113 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter