HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 15038Erstellt: 26. Oktober 2026
1-(Triphenylphosphoranyliden)aceton
1-(TRIPHENYLPHOSPHORANYLIDENE)-2-PROPANONE · 1-(Triphenylphosphoranylidene)propan-2-one · triphenylphosphoranylidene-2-propanon · (2-Oxopropylidene)triphenylphosphorane · NSC 407394 · 1-(TriphenyL · phosphoranyL · AURORA KA-1177
https://huagongshe.com/de/chemical/15038
Identifikatoren & physikalische Daten
| CAS No. | 1439-36-7 |
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| Summenformel | C21H19OP |
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| Durchschnittliche Molmasse | 318,3 g/mol |
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| Monoisotopische Masse | 318,11735186 g/mol |
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| SMILES | CC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1 |
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| InChIKey | KAANTNXREIRLCT-UHFFFAOYSA-N |
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| PubChem CID | 15038 |
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| EC No. | 215-878-2 |
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| DTXSID | DTXSID60162572 |
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| Lokaler Name | 1-(Triphenylphosphoranyliden)aceton |
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Chemische & physikalische Eigenschaften
| XLogP | 3,6 |
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| Polarare Oberfläche (TPSA) | 17,1 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 1 |
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| Frei drehbare Bindungen | 4 |
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| Schwere Atome | 23 |
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| Formalladung | 0 |
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| Komplexität | 382 |
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| SpringerMaterials Properties | Chemical shift |
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| Schmelzpunkt | 203-205 °C (lit.) |
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| Siedepunkt | 478.5±28.0 °C(Predicted) |
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| Dichte | 1.14 |
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| Lagerbedingungen | Inert atmosphere,Room Temperature |
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| Löslichkeit | Soluble in chloroform. Slightly soluble in methanol. |
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| Aggregatzustand | Powder |
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| Farbe | White to off-white |
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| BRN | 750077 |
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| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents. |
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| InChI | InChI=1S/C21H19OP/c1-18(22)17-23(19-11-5-2-6-12-19,20-13-7-3-8-14-20)21-15-9-4-10-16-21/h2-17H,1H3 |
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| InChIKey | KAANTNXREIRLCT-UHFFFAOYSA-N |
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| SMILES | C(=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)C |
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| CAS Datenbank | 1439-36-7(CAS DataBase Reference) |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Regulatorische Informationen | Chemical: 2-Propanone, 1-(triphenylphosphoranylidene)-Acetylmethylenetriphenylphosphorane: Does not have an individual approval but may be used under an appropriate group standard |
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| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
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| Wassergefährdungsklasse (WGK) | 3 |
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| Zollcode | 29319090 |
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| RTECS-Nr. | UC3900000 |
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| R-Sätze (R) | 22-36/37/38 |
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| Sicherheitshinweise (S) | 22-24/25 |
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| Lagerklasse | 11 - Combustible Solids |
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Anwendungen & Verwendung
Verwenden
(Acetylmethylene)triphenylphosphorane is used as a Wittig reagent in synthetic chemistry, especially for the synthesis of functionalized pyrrolidines and cyclobutanones. It plays as a vital role in asymmetric allylboration for enantioselective synthesis of (+)-awajanomycin.It is also employed as a reactant in the preparation of 1,2-dioxanes with antitrypanosomal activity. Further, it is used in the preparation of amphibian pyrrolizidine alkaloids through allylic aminations and silicon-containing acyclic dienone musk odorants. In addition to this, it is involved in Domino Suzuki/Heck coupling reactions to prepare fluorenylidenes.
