686344

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

95%

• Sinónimos: 2-Oxo-4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane, 4,4,5,5-Tetramethyl[1,3,2]-dioxaphospholan-2-oxide, HASPO-1, Phosphonic acid pinacol ester, Pinacol phosphonate
• Fórmula empírica (notación de Hill): C₆H₁₃O₃P
• Número de CAS: 16352-18-4
• Peso molecular: 164.14
• MDL number: MFCD09836231
• UNSPSC Code: 12352005
• PubChem Substance ID: 329761040

Propiedades

• 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
• mp: 99-106 °C
• functional group: 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
• InChI key: QPONEGYFSLRCLJ-UHFFFAOYSA-N

Descripción

Application

• 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.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H312,H319
• pcodes: P264 - P280 - P302 + P352 + P312 - P305 + P351 + P338 - P337 + P313 - P362 + P364
• Hazard Classifications: Acute Tox. 4 Dermal - Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves