401595

4-(Diphenylphosphino)benzoic acid

97%

• Synonym(s): (4-Carboxyphenyl)diphenylphosphine, Diphenyl(p-carboxyphenyl) phosphine, p-(Diphenylphosphino)benzoic acid
• Linear Formula: (C₆H₅)₂PC₆H₄CO₂H
• CAS Number: 2129-31-9
• Molecular Weight: 306.30
• NACRES: NA.22
• PubChem Substance ID: 24865028
• UNSPSC Code: 12352002
• MDL number: MFCD00407264

Properties

• Quality Segment: 100
• assay: 97%
• reaction suitability: reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
• mp: 157-160 °C (lit.)
• functional group: phosphine
• SMILES string: OC(=O)c1ccc(cc1)P(c2ccccc2)c3ccccc3
• InChI: 1S/C19H15O2P/c20-19(21)15-11-13-18(14-12-15)22(16-7-3-1-4-8-16)17-9-5-2-6-10-17/h1-14H,(H,20,21)
• InChI key: GXMHDTPYKRTARV-UHFFFAOYSA-N

Description

General description

4-(Diphenylphosphino)benzoic acid is a phosphine ligand that is employed in palladium-catalyzed cross-coupling and Suzuki cross-coupling reactions.

Application

4-(Diphenylphosphino)benzoic acid can be used as a ligand in the synthesis of:

• Organostannoxane-supported palladium nanoparticles. The resulting catalysts show high activity and selectivity in Suzuki-coupling reactions.
• Polymetallic ruthenium-zinc complex catalyst for the hydrogenation of levulinic acid to γ-valerolactone.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves