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541524 Sigma-Aldrich

5,5-Dimethyl-1,3,2-dioxaphosphorinan-2-one

96%

Synonym: 2,2-Dimethylpropane-1,3-diol cyclic phosphonate, Cyclic 2,2-dimethyltrimethylene phosphonate, Neopentylene phosphite, Neopentylglycol hydrogen phosphite

  • CAS Number 4090-60-2

  • Empirical Formula (Hill Notation) C5H11O3P

  • Molecular Weight 150.11

  •  EC Number 223-832-8

  •  PubChem Substance ID 24878543

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphorus Precursors
Quality Level   100
assay   96%
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   51-56 °C (lit.)
functional group   phosphine
SMILES string   CC1(C)CO[PH](=O)OC1
InChI   1S/C5H11O3P/c1-5(2)3-7-9(6)8-4-5/h9H,3-4H2,1-2H3
InChI key   QHXZLTUNAVKFIT-UHFFFAOYSA-N

Description

Application

Reactant for:
• Palladium(I) catalyzed addition of P(O)-H bonds
• Highly regioselective modified Pudovik addition reaction
• Radical reactions mediated by manganese(III) acetate
• Stable cyclic DEPMPO derivatives as mechanistic markers of stereoselective hydroxyl radical adduct formation in biological systems
• Copper-catalyzed aerobic oxidative dehydrogenative coupling reactions
• Bisphosphonates/phosphanamidates as anticancer agents

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 1759 8 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
228.9 °F - closed cup
Flash Point(C) 
109.4 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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