tris(3,5-dimethylphenyl)phosphane

• ChemBase ID: 141692
• Molecular Formular: C24H27P
• Molecular Mass: 346.444941
• Monoisotopic Mass: 346.18503749
• SMILES: Cc1cc(cc(c1)P(c1cc(cc(c1)C)C)c1cc(cc(c1)C)C)C
• Canonical SMILES: Cc1cc(cc(c1)C)P(c1cc(C)cc(c1)C)c1cc(C)cc(c1)C
• InChI: InChI=1S/C24H27P/c1-16-7-17(2)11-22(10-16)25(23-12-18(3)8-19(4)13-23)24-14-20(5)9-21(6)15-24/h7-15H,1-6H3
• InChIKey: XRALRSQLQXKXKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris(3,5-dimethylphenyl)phosphane
• IUPAC Traditional name: tris(3,5-dimethylphenyl)phosphane
• Synonyms: Tri-3,5-xylylphosphine; Tris(3,5-dimethylphenyl)phosphine; 三(3,5-二甲苯基)膦

Database IDs

• CAS Number: 69227-47-0
• MDL Number: MFCD03094579
• PubChem SID: 162235926
• PubChem CID: 112263

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.9098
• LogD (pH = 7.4): 7.9098
• Log P: 7.9098
• Molar Refractivity: 111.8701 cm^3
• Polarizability: 42.934593 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 160-165 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 96%
• Linear Formula: [(CH3)2C6H3]3P

DETAILS

Sigma Aldrich - 698253

Packaging
1 g in glass bottle
Application
Catalyst for:
• Cu / diphosphine-catalyzed asymmetric hydrogenation of heteroaromatic ketones and enones1
• Highly selective rhodium-catalyzed hydrogenation reactions2
• Classical versus kinetic resolution in preparation of privileged silicon-stereogenic silanaphthalenes3Used for kinetic resolution of donor-functionalized secondary alcohols via Cu-H-catalyzed stereoselective silylation by dehydrogenative Si-O coupling with Si-stereogenic silanes4Used for comparative studies of conformational rigidity of silicon-stereogenic silanes in asymmetric catalysis5