[cyclohexyl(phenyl)phosphoroso]benzene

• ChemBase ID: 137900
• Molecular Formular: C18H21OP
• Molecular Mass: 284.332501
• Monoisotopic Mass: 284.13300192
• SMILES: c1ccc(cc1)P(=O)(c1ccccc1)C1CCCCC1
• Canonical SMILES: O=P(c1ccccc1)(c1ccccc1)C1CCCCC1
• InChI: InChI=1S/C18H21OP/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-2,4-7,10-13,18H,3,8-9,14-15H2
• InChIKey: ICVUZKQDJNUMKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [cyclohexyl(phenyl)phosphoroso]benzene
• IUPAC Traditional name: [cyclohexyl(phenyl)phosphoroso]benzene
• Synonyms: Cyclohexyldiphenylphosphine oxide; Diphenyl(cyclohexyl)phosphine oxide; 环己基双苯膦氧化物

Database IDs

• CAS Number: 13689-20-8
• EC Number: 237-204-6
• MDL Number: MFCD00014301
• Beilstein Number: 2943737
• PubChem SID: 162232161; 24868909
• PubChem CID: 83664

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.6938
• LogD (pH = 7.4): 4.6938
• Log P: 4.6938
• Molar Refractivity: 84.3302 cm^3
• Polarizability: 33.695107 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166-167°C; 168-172 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%; 98+%
• Linear Formula: C6H11P(C6H5)2(O)

REFERENCES

• Lithiated alkyl diphenylphosphine oxides add readily to both aldehydes and ketones. The adducts may be treated with NaH to form alkenes, oxidized to ketones, or rearranged to new phosphine oxides, on which this sequence can be repeated. The diphenylphosphinyl group is thus a mobile, removable activating group: J. Chem. Soc., Chem. Commun., 148 (1975). Review: Chem. Ind. (London), 455 (1975):