1-(Triphenylphosphoranyliden)aceton
1-(Triphenylphosphoranylidene)acetone
Grundinformationen
- CAS
1439-36-7- Standard-SMILES
CC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1- InChIKey
KAANTNXREIRLCT-UHFFFAOYSA-N- Summenformel
- C21H19OP
- Durchschnittliche Molmasse
- 318,3 g/mol
- Monoisotopische Masse
- 318,11735222
Namen und Bezeichner
- Bevorzugter Name
- 1-(Triphenylphosphoranylidene)acetone
- IUPAC
- 1-(triphenyl-λ5-phosphanylidene)propan-2-one
- Lokaler Name
- 1-(Triphenylphosphoranyliden)aceton
- Englischer Name
- (Acetylmethylene)triphenylphosphorane
- Summenformel
- C21H19OP
- Molmasse
- 318.35
Namen und Synonyme
2-Propanone, 1-(triphenylphosphoranylidene)-1-(Triphenylphosphoranylidene)acetoneAcetylmethylenetriphenylphosphoraneRefChem:428861215-878-21439-36-7(Acetylmethylene)triphenylphosphorane1-(Triphenylphosphoranylidene)propan-2-one1-(Triphenylphosphoranylidene)-2-propanone1-TRIPHENYLPHOSPHORANYLIDENE-2-PROPANONEMFCD00008774(Acetonylidenetriphenyl)phosphorane
Weitere Namen anzeigen
triphenylphosphoranylidene-2-propanon(2-Oxopropylidene)triphenylphosphoraneNSC 4073941-(TriphenyLphosphoranyLAURORA KA-1177idene)-2-propanoneTriphenyl(acetylMethylene)phospho
(Acetylmethylene)triphenylphosphine(Triphenylacetylmethylene)phosphorane2-Propanone, (triphenylphosphoranylidene)-1-(triphenyl-lambda5-phosphanylidene)propan-2-oneAcetylmethylene-triphenylphosphoraneAI3-63066EINECS 215-878-2Triphenylphosphoranylidene-2-propanone
Datenbank-Bezeichner
- CAS
1439-36-7- PubChem CID
- 15038
- DTXSID
DTXSID60162572- EC Number
- 215-878-2
- Nikkaji
- J40.756I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,6
- Polarare Oberfläche (TPSA)
- 17,1 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 23
- Formalladung
- 0
- Komplexität
- 382
Experimentelle und physikochemische Eigenschaften
SpringerMaterials PropertiesChemical shift
Physikochemische Eigenschaften
- Schmelzpunkt
- 203 · 203-205 °C (lit.)
- Siedepunkt
- 478.5 · 478.5±28.0 °C(Predicted)
- Dichte
- 1.14 · 1.14
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- Soluble in chloroform. Slightly soluble in methanol.
- Aggregatzustand
- Powder
- Farbe
- White to off-white
- BRN
- 750077 · 750077
- Stabilität
- Stable. Combustible. Incompatible with strong oxidizing agents.
- 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
- InChIKey
- KAANTNXREIRLCT-UHFFFAOYSA-N
- SMILES
- C(=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)C(=O)C
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (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.
Gefahrenhinweise
Regulatory Information
Chemical: 2-Propanone, 1-(triphenylphosphoranylidene)-
Acetylmethylenetriphenylphosphorane: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29319090
- RTECS-Nr.
- UC3900000
- risk_code
- 22-36/37/38
- safety_code
- 22-24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Anwendungen
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.
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