di-tert-butyl(2,2-dimethylpropyl)phosphanium; tetrafluoroboranuide

• ChemBase ID: 140544
• Molecular Formular: C13H29BF4P
• Molecular Mass: 303.1477338
• Monoisotopic Mass: 303.20360584
• SMILES: [B-](F)(F)(F)F.CC(C)(C)C[P+](C(C)(C)C)C(C)(C)C
• Canonical SMILES: CC(C[P+](C(C)(C)C)C(C)(C)C)(C)C.F[B-](F)(F)F
• InChI: InChI=1S/C13H29P.BF4/c1-11(2,3)10-14(12(4,5)6)13(7,8)9;2-1(3,4)5/h10H2,1-9H3;/q;-1/p+1
• InChIKey: UWNPUGYQGIWNRI-UHFFFAOYSA-O

NAMES AND DATABASE IDS

Names

• IUPAC name: di-tert-butyl(2,2-dimethylpropyl)phosphanium; tetrafluoroboranuide
• IUPAC Traditional name: di-tert-butyl(2,2-dimethylpropyl)phosphanium tetrafluoroborate
• Synonyms: Di-tert-butylneopentylphosphine tetrafluoroborate; Di-tert-butylneopentylphosphonium tetrafluoroborate; 二叔丁基新戊基膦四氟化硼酸盐; 二叔丁基新戊基四氟硼酸膦

Database IDs

• CAS Number: 886059-84-3
• MDL Number: MFCD08064039
• PubChem SID: 24884839; 162234788
• PubChem CID: 16218186

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 3.1604834
• LogD (pH = 7.4): 3.1620839
• Log P: 3.6943
• Molar Refractivity: 68.7452 cm^3
• Polarizability: 27.807953 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 258-262 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 21/22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H30BF4P

DETAILS

Sigma Aldrich - 676179

Application
This neopentylphosphine ligand proved to be superior to tris(tert-butyl)phosphine in palladium-catalyzed aminations of aryl bromides and chlorides.2

• Cocatalyst for palladium-catalyzed Kumada couplings1
Packaging
1 g in glass bottle