tris[3,5-bis(trifluoromethyl)phenyl]phosphane

• ChemBase ID: 99837
• Molecular Formular: C24H9F18P
• Molecular Mass: 670.2732786
• Monoisotopic Mass: 670.01544488
• SMILES: P(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)c1cc(cc(c1)C(F)(F)F)C(F)(F)F
• Canonical SMILES: FC(c1cc(cc(c1)C(F)(F)F)P(c1cc(cc(c1)C(F)(F)F)C(F)(F)F)c1cc(cc(c1)C(F)(F)F)C(F)(F)F)(F)F
• InChI: InChI=1S/C24H9F18P/c25-19(26,27)10-1-11(20(28,29)30)5-16(4-10)43(17-6-12(21(31,32)33)2-13(7-17)22(34,35)36)18-8-14(23(37,38)39)3-15(9-18)24(40,41)42/h1-9H
• InChIKey: ITJHLZVYLDBFOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tris[3,5-bis(trifluoromethyl)phenyl]phosphane
• IUPAC Traditional name: tris[3,5-bis(trifluoromethyl)phenyl]phosphane
• Synonyms: Tris[3,5-bis(trifluoromethyl)phenyl]phosphane; Tris[3,5-bis(trifluoromethyl)phenyl]phosphine 97%; tri[3,5-di(trifluoromethyl)phenyl]phosphine; Tris[3,5-bis(trifluoromethyl)phenyl]phosphine; 三[3,4-双(三氟甲基)苯基]膦; 三[3,5-二(三氟甲基)苯基]膦

Database IDs

• CAS Number: 175136-62-6
• MDL Number: MFCD00042428
• Beilstein Number: 6556841
• PubChem SID: 24886662; 162086084
• PubChem CID: 2778032

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 10.4034
• LogD (pH = 7.4): 10.4034
• Log P: 10.4034
• Molar Refractivity: 117.4651 cm^3
• Polarizability: 40.966278 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: yellow-brown
• Melting Point: 98-102°C; 99-100°C
• Boiling Point: 128-130°C/0.5mm; 129°C/0.5mm

Safety Information

• Storage Warning: Irritant/Air Sensitive/Store under inert gas/Store at -20oC
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 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: ≥97.0% (31P-NMR); 90%; 94%
• Empirical Formula (Hill Notation): C24H9F18P

DETAILS

Sigma Aldrich - 74231

Other Notes
Phosphine with enhanced solubility in solvents1
Packaging
500 mg in poly bottle

REFERENCES

• In a study of coupling reactions in supercritical CO₂, catalyzed by Tris(dibenzylideneacetone)dipalladium(0), 12760, this ligand was among the best tried in both the Stille and Heck reactions, giving much superior results to e.g. triphenyl- or tri(o-tolyl)phosphine: Chem. Commun., 1397 (1998). See also Tri(2-furyl)phosphine, L13329, Tris(pentafluorophenyl)phosphine, L02748