1-[2-(di-tert-butylphosphanyl)phenyl]-3,5-diphenyl-1H-pyrazole

• ChemBase ID: 140868
• Molecular Formular: C29H33N2P
• Molecular Mass: 440.559481
• Monoisotopic Mass: 440.2381357
• SMILES: CC(C)(C)P(c1ccccc1n1c(cc(n1)c1ccccc1)c1ccccc1)C(C)(C)C
• Canonical SMILES: CC(P(C(C)(C)C)c1ccccc1n1nc(cc1c1ccccc1)c1ccccc1)(C)C
• InChI: InChI=1S/C29H33N2P/c1-28(2,3)32(29(4,5)6)27-20-14-13-19-25(27)31-26(23-17-11-8-12-18-23)21-24(30-31)22-15-9-7-10-16-22/h7-21H,1-6H3
• InChIKey: JAIIBHBCNPAPPF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(di-tert-butylphosphanyl)phenyl]-3,5-diphenyl-1H-pyrazole
• IUPAC Traditional name: 1-[2-(di-tert-butylphosphanyl)phenyl]-3,5-diphenylpyrazole
• Synonyms: TrippyPhos; 1-[2-[Bis(tert-butyl)phosphino]phenyl]-3,5-diphenyl-1H-pyrazole; 1-[2-[双(叔丁基)膦基]苯基]-3,5-二苯基-1H-吡唑

Database IDs

• CAS Number: 628333-86-8
• MDL Number: MFCD09038823
• PubChem SID: 24885641; 162235106
• PubChem CID: 11430600

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.6856265
• LogD (pH = 7.4): 6.8539143
• Log P: 6.8985
• Molar Refractivity: 137.8185 cm^3
• Polarizability: 57.06695 Å^3
• Polar Surface Area: 17.82 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 138-142 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 96%
• Empirical Formula (Hill Notation): C29H33N2P

DETAILS

Sigma Aldrich - 681555

Packaging
1, 5 g in glass bottle
Application
Catalyst in:
• Palladium-catalyzed cross-coupling-alkyne cyclization1
• Heterocyclization of diketones2
Non-proprietary ligand for palladium-catalyzed amination or aryl halides including aryl chlorides. Works best when the palladium source is Pd2(dba)3 (328774).