638072

SPhos

98%

• Synonyme(s) : SPhos, 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos
• Formule empirique (notation de Hill): C₂₆H₃₅O₂P
• Numéro CAS: 657408-07-6
• Poids moléculaire : 410.53
• Numéro MDL: MFCD05861611
• Code UNSPSC : 12352128
• ID de substance PubChem : 24882907
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 98%
• Capacité de réaction: reaction type: Buchwald-Hartwig Cross Coupling Reaction; reaction type: Cross Couplings; 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
• Pertinence de la réaction: reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Heck Reaction; reagent type: ligand; reaction type: Kumada Coupling; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• Score du produit alternatif plus écologique: old score: 10; new score: 1; Find out more about DOZN™ Scoring
• Caractéristiques du produit alternatif plus écologique: Waste Prevention; Less Hazardous Chemical Syntheses; Inherently Safer Chemistry for Accident Prevention; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Pf: 164-166 °C (lit.)
• Groupe fonctionnel: phosphine
• Autre catégorie plus écologique: Re-engineered,
• Chaîne SMILES: COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4
• InChI: 1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3
• Clé InChI: VNFWTIYUKDMAOP-UHFFFAOYSA-N

Description

Description générale

SPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Less Hazardous Chemical Syntheses” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Application

Learn more about Buchwald Phosphine Ligands

For small scale and high throughput uses, product is also available as ChemBeads (932191)

SPhos may be used as a ligand in the following processes:

• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.
• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.
• Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.

Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.

Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.

Informations légales

Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691

Informations sur la sécurité

• Code de la classe de stockage: 13 - Non Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)