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Trimethylphosphonoacetat
TMPA · METHYL DIMETHYLPHOSPHONOACETATE · Methyl (dimethoxyphosphoryl)acetate · NSC 84262 · TriMethyl phosphonoacetat · TRIMETHYL PHOPHONOACETATE · trimethylacetyl phosphate · Trimethylphosphoroacetate
Identifikatoren & physikalische Daten
| CAS No. | 5927-18-4 |
|---|---|
| Summenformel | C5H11O5P |
| Durchschnittliche Molmasse | 182,11 g/mol |
| Monoisotopische Masse | 182,03441008 g/mol |
| SMILES | COC(=O)CP(=O)(OC)OC |
| InChIKey | SIGOIUCRXKUEIG-UHFFFAOYSA-N |
| PubChem CID | 80029 |
| ChEBI | CHEBI:195100 |
| EC No. | 227-663-0 |
| DTXSID | DTXSID3064063 |
| Lokaler Name | Trimethylphosphonoacetat |
Chemische & physikalische Eigenschaften
| XLogP | -0,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 61,8 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 170 |
| Schmelzpunkt | 242 °C |
| Siedepunkt | 118 °C0.85 mm Hg(lit.) |
| Dichte | 1.125 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.437(lit.) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Aggregatzustand | Liquid |
| Wichte | approximate 1.265ｇ/ml (20℃) |
| Farbe | Clear colorless to light yellow |
| Löslichkeit | Slightly miscible with water. |
| BRN | 1865177 |
| InChI | 1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3 |
| InChIKey | SIGOIUCRXKUEIG-UHFFFAOYSA-N |
| SMILES | COC(=O)CP(=O)(OC)OC |
| LogP (Verteilungskoeffizient) | -0.680 (est) |
| CAS Datenbank | 5927-18-4(CAS DataBase Reference) |
| NIST chemische Informationen | Trimethyl phosphonoacetate(5927-18-4) |
| EPA chemische Informationen | Acetic acid, (dimethoxyphosphinyl)-, methyl ester (5927-18-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 87.5% (56 of 64) of all reports.WarningH315 (12.5%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 64 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 28-08-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/10683Acetic acid, (dimethoxyphosphinyl)-, methyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Hazard Classes and Categories | Skin Irrit. 2 (12.5%) |
| F | 9 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29310095 |
| Sicherheitshinweise (S) | 23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Verwenden
Trimethyl phosphonoacetate is used in the preparation of sarin A by intramolecular Mannich-type reactions. It is involved in the Horner-Wadsworth-Emmons olefination with aldehydes and ketones to give acrylic esters. It is also involved in oxa-Michael reactions, prenylation of oxindoles and heterocyclization reactions.