1-phenyl-2-(triphenyl-$l^{5}-phosphanylidene)ethan-1-one

• ChemBase ID: 74849
• Molecular Formular: C26H21OP
• Molecular Mass: 380.418101
• Monoisotopic Mass: 380.13300192
• SMILES: O=C(c1ccccc1)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C26H21OP/c27-26(22-13-5-1-6-14-22)21-28(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-21H
• InChIKey: MZRSAJZDYIISJW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-phenyl-2-(triphenyl-$l^{5}-phosphanylidene)ethan-1-one; 1-phenyl-2-(triphenyl-λ^5-phosphanylidene)ethan-1-one
• IUPAC Traditional name: 1-phenyl-2-(triphenyl-$l^{5}-phosphanylidene)ethanone; 1-phenyl-2-(triphenyl-λ^5-phosphanylidene)ethanone
• Synonyms: 1-Phenyl-2-(triphenylphosphoranylidene)ethan-1-one; (Benzoylmethylene)triphenylphosphorane; alpha-(Triphenylphosphoranylidene)acetophenone; (Benzoylmethylene)triphenylphosphorane; (苯甲酰基亚甲基)三苯基膦

Database IDs

• CAS Number: 859-65-4
• EC Number: 212-727-2
• MDL Number: MFCD00014088
• Beilstein Number: 620285
• PubChem SID: 162039767
• PubChem CID: 70073

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.6869
• LogD (pH = 7.4): 6.6869
• Log P: 6.6869
• Molar Refractivity: 117.4971 cm^3
• Polarizability: 45.89269 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 183-186°C

Safety Information

• Storage Warning: Air Sensitive; Irritant
• RTECS: AN0540000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98+%

REFERENCES

• Stable ylide which reacts with aldehydes to give ɑ?-unsaturated ketones. See Appendix 1. For preparation of unsubstituted vinyl ketones from this and related ylides with paraformaldehyde, see: Synthesis, 31 (1970).
• Can be converted by C-acylation to a diacylphosphorane, which can be oxidized to a 1,2,3-triketone. For reaction scheme, see N,O-Bis(trimethylsilyl)acetamide, L00183.