668982

2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl

97%

• Synonym(s): rac-Tol-BINAP
• Empirical Formula (Hill Notation): C₄₈H₄₀P₂
• CAS Number: 153305-67-0
• Molecular Weight: 678.78
• MDL number: MFCD01311709
• UNSPSC Code: 12352005
• PubChem Substance ID: 24885013

Properties

• assay: 97%
• reaction suitability: reagent type: ligand
• mp: 267-271 °C
• functional group: phosphine
• SMILES string: Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8
• InChI: 1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
• InChI key: IOPQYDKQISFMJI-UHFFFAOYSA-N

Description

Application

Used in:

• Rhodium-catalyzed 2+2+2 cycloaddition reactions
• Decarboxylative coupling of carboxylic acids using copper-palladium-phenanthroline-Tol-BINAP catalyst system
• Palladium-catalyzed coupling of aromatic iodides or bromides and tin-thiolates under microwave conditions
• Preparation of methylenesultams via intramolecular Heck cyclization of bromovinylsulfonamides and subsequent Michael addition reaction of sultams with thiols
• Regioselective intermolecular cyclotrimerization of alkynes in complex with cationic rhodium(I)
• Palladium-catalyzed amination reactions
• Palladium-catalyzed ether formation from aryl halides

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves