686344
4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane 2-oxide
95%
Synonym(s):
2-Oxo-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane, 4,4,5,5-Tetramethyl-1,3,2-dioxaphospholan-2-ol, HASPO-1, Phosphonic acid pinacol ester, Pinacol phosphonate
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About This Item
InChI
1S/C6H13O3P/c1-5(2)6(3,4)9-10(7)8-5/h10H,1-4H3
SMILES string
CC1(C)O[PH](=O)OC1(C)C
InChI key
QPONEGYFSLRCLJ-UHFFFAOYSA-N
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
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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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