Phosphorisocyanatidic acid, diethyl ester
DIETHYL ISOCYANATOPHOSPHATE · diethoxyphosphorylisocyanate · Diethyl isocyanatidophosphate · DIETHOXYPHOSPHINYL ISOCYANATE · DIETHYL PHOSPHORISOCYANATIDATE · diethoxyphosphorylimino-keto-methane · phosphorisocyanatidicacid,diethylester · 1-(ethoxy-isocyanatophosphoryl)oxyethane
Identifikatoren & physikalische Daten
| CAS No. | 20039-33-2 |
|---|---|
| Summenformel | C5H10NO4P |
| Durchschnittliche Molmasse | 179,11 g/mol |
| Monoisotopische Masse | 179,0347448 g/mol |
| SMILES | CCOP(=O)(N=C=O)OCC |
| InChIKey | BSCBJDQIQBYMBT-UHFFFAOYSA-N |
| PubChem CID | 580184 |
| EC No. | 626-051-4 |
| DTXSID | DTXSID20942039 |
Chemische & physikalische Eigenschaften
| XLogP | 1,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 65 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 189 |
| Siedepunkt | 85-87 °C10 mm Hg(lit.) |
| Dichte | 1.165 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.416(lit.) |
| Flammpunkt | 119 °F |
| Aggregatzustand | liquid |
| Farbe | Colourless |
| InChI | 1S/C5H10NO4P/c1-3-9-11(8,6-5-7)10-4-2/h3-4H2,1-2H3 |
| InChIKey | BSCBJDQIQBYMBT-UHFFFAOYSA-N |
| SMILES | CCOP(=O)(OCC)N=C=O |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3080 6.1/PG 2 |
| Zollcode | 2931499090 |
| RTECS-Nr. | TD1250000 |
| R-Sätze (R) | 10-20/21/22-36/37/38 |
| Toxizität | mouse,LD50,oral,4080mg/kg (4080mg/kg),Ecotoxicology and Environmental Safety. Vol. 17, Pg. 258, 1989. |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 16-23-26-28-36/37/39 |
| Gefahrenklasse | 3.2Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Flam. Liq. 3Resp. Sens. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Diethoxyphosphinyl Isocyanate is an intermediate for organic synthesis. Diethoxyphosphinyl Isocyanate is toxic, cytogenetic and embryotoxic to different mice strains.
Herstellung & Synthese
synthetische
A solution of diethyl phosphoramidate (30.6 g, 0.2 mol) in tetrachloromethane (50 mL) was slowly added dropwise with stirring and efficient external cooling to a solution of oxalyl chloride (27.9 g, 0.22 mol) in the same solvent (150 mL). The reaction temperature was kept at -5 to 0 °C. After completion of the addition, the temperature of the mixture was slowly increased to 50 °C and this was maintained for 1 h. The mixture was then cooled to room temperature, filtered, and concentrated in vacuo. The residual liquid product was distilled in vacuo (bp 85–87 °C/10 Torr); yield 22.9 g (64%).