686344

4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol

95%

• Synonym(e): 2-Oxo-4,4,5,5-tetramethyl-1,3,2-dioxaphospholan, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-oxid, HASPO-1, Phosphonsäure-pinakolester, Pinakolphosphonat
• Empirische Formel (Hill-System): C₆H₁₃O₃P
• CAS-Nummer: 16352-18-4
• Molekulargewicht: 164.14
• MDL-Nummer: MFCD09836231
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 329761040

Eigenschaften

• Assay: 95%
• Form: powder
• Eignung der Reaktion: 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 (Schmelzpunkt): 99-106 °C
• Funktionelle Gruppe: phosphine
• SMILES String: CC1(C)O[PH](=O)OC1(C)C
• InChI: 1S/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3
• InChIKey: QPONEGYFSLRCLJ-UHFFFAOYSA-N

Beschreibung

Anwendung

• Preligand in palladium-catalyzed Kumada cross-coupling reactions of aryl tosylates with Grignard reagents
• Catalyst for reversible chain transfer polymerizations

Reactant for:

• Synthesis of oxapalladacycle as catalyst for Markovnikov-type addition
• Preparation of palladium(II) complexes as catalysts for Heck cross-coupling reactions
• Preparation of palladium catalysts for asymmetric hydrogenation of a-keto phosphonates
• Hydrophosphorylation of alkenes, dienes and enynes in the presence of rhodium catalysts

Air-stable preligand for Pd-catalyzed Kumada-type cross-couplings.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H312,H319
• P-Sätze: P264 - P280 - P302 + P352 + P312 - P305 + P351 + P338 - P337 + P313 - P362 + P364
• Gefahreneinstufungen: Acute Tox. 4 Dermal - Eye Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves