λ2-iron(2+) ion 3-(di-tert-butylphosphanyl)cyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide

• ChemBase ID: 140153
• Molecular Formular: C48H47FeP
• Molecular Mass: 710.705541
• Monoisotopic Mass: 710.27647563
• SMILES: CC(C)(C)P(C1=C[CH-]C=C1)C(C)(C)C.c1ccc(cc1)C1=C([C-](C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.[Fe+2]
• Canonical SMILES: c1ccc(cc1)[C-]1C(=C(C(=C1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1.CC(P(C(C)(C)C)C1=C[CH-]C=C1)(C)C.[Fe+2]
• InChI: InChI=1S/C35H25.C13H22P.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h1-25H;7-10H,1-6H3;/q2*-1;+2
• InChIKey: BOBUBHOXRCYKLI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion 3-(di-tert-butylphosphanyl)cyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion 3-(di-tert-butylphosphanyl)cyclopenta-2,4-dien-1-ide pentaphenylcyclopenta-2,4-dien-1-ide
• Synonyms: Q-Phos; QPhos; 1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene; 1,2,3,4,5-戊苯基-1′-(二叔丁基磷基)二茂铁

Database IDs

• CAS Number: 312959-24-3
• MDL Number: MFCD03788940
• PubChem SID: 162234397; 24885299
• PubChem CID: 71310380

CALCULATED PROPERTIES

• Acid pKa: 9.584609
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 8.983381
• LogD (pH = 7.4): 8.980594
• Log P: 10.4093
• Molar Refractivity: 147.396 cm^3
• Polarizability: 64.53731 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 211-219 °C
• Ligand For: Arylations; Buchwald-Hartwig Cross Coupling Reaction; Sonogashira Coupling; Suzuki-Miyaura Coupling

Safety Information

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

Product Information

• Linear Formula: [(C6H5)5C5]Fe[C5H4(P(C4H9)2)]

DETAILS

Sigma Aldrich - 675784

Application
Sterically hindered phosphine with broad application in a variety of palladium-catalyzed amination and etherification reactions of aryl chlorides.1
Packaging
100, 500 mg in glass bottle
Legal Information
Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US6562989 B2 and any patents arising therefrom apply.