799580

HandaPhos

≥95%

• Synonym(s): (2S,3S)-4-(2,6-Dimethoxyphenyl)-3-(2-methyl-2-propanyl)-2-(2,4,6-triisopropylbenzyl)-2,3-dihydro-1,3-benzoxaphosphole
• Empirical Formula (Hill Notation): C₃₅H₄₇O₃P
• CAS Number: 1908442-13-6
• Molecular Weight: 546.72
• UNSPSC Code: 12350000
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: ≥95%
• form: powder
• 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
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• functional group: phosphine
• greener alternative category: Aligned,
• storage temp.: 2-8°C
• SMILES string: COC(C=CC=C1OC)=[C@]1[C@@]2=C([P@](C(C)(C)C)[C@@H](CC3=C(C(C)C)C=C(C(C)C)C=C3C(C)C)O4)C4=CC=C2

Description

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

HandaPhos forms a 1:1 complex with Pd(OAc)₂ thereby arriving at a pre-catalyst, used at the ppm level, that enables Suzuki-Miyaura cross-couplings to be run under micellar catalysis in water at room temperature. To be used in tandem with Designer Surfactant TPGS-750-M.

Other Notes

HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature

Watch Professor Lipshutz talk about HandaPhos in this webinar:
From milligrams to kilograms: synthetic chemistry following nature′s lead

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable