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686344 Sigma-Aldrich

4,4,5,5-Tetramethyl-1,3,2-dioxaphospholane 2-oxide

95%

Synonym: 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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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphine Ligands
InChI Key   QPONEGYFSLRCLJ-UHFFFAOYSA-N
assay   95%
mp   99-106 °C

Description

Application

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

• 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

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles
Peer-Reviewed Papers
15

References

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