(triphenyl-λ5-phosphanylidene)ethenone

• ChemBase ID: 141483
• Molecular Formular: C20H15OP
• Molecular Mass: 302.306261
• Monoisotopic Mass: 302.08605173
• SMILES: c1ccc(cc1)P(=C=C=O)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C=C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C20H15OP/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15H
• InChIKey: MNASRBWCHRURHY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (triphenyl-λ^5-phosphanylidene)ethenone
• IUPAC Traditional name: (triphenyl-λ^5-phosphanylidene)ethenone
• Synonyms: (Triphenylphosphoranylidene)ethenone; Ketenylidene(triphenyl)phosphorane; Bestmann ylide; (Triphenylphosphoranylidene)ketene; Bestmann 叶立德; (三苯基膦烯)乙烯酮

Database IDs

• CAS Number: 15596-07-3
• MDL Number: MFCD00040613
• PubChem SID: 162235717
• PubChem CID: 359581

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.7552
• LogD (pH = 7.4): 4.7552
• Log P: 4.7552
• Molar Refractivity: 88.4658 cm^3
• Polarizability: 35.391594 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 167-173 °C

Safety Information

• German water hazard class: 3

Product Information

• Empirical Formula (Hill Notation): C20H15OP

DETAILS

Sigma Aldrich - 688185

Application
A nucleophilic two-carbon building block that participates in a variety of reactions including cycloaddition, multi-component, and domino reactions.1
Packaging
1 g in glass bottle