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447536 Sigma-Aldrich

2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

95%

  • CAS Number 14812-59-0

  • Empirical Formula (Hill Notation) C6H12ClO2P

  • Molecular Weight 182.59

  •  MDL number MFCD00274239

  •  PubChem Substance ID 24868346

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Phosphine Compounds, Phosphorus Precursors
InChI Key   WGPCXYWWBFBNSS-UHFFFAOYSA-N
assay   95%
refractive index   n20/D 1.471 (lit.)
bp   81.5-82 °C/13 mmHg (lit.)
density   1.149 g/mL at 25 °C (lit.)
functional group   phosphine
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

Description

Application

2-Chloro-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane (TMDP) can be used:
• As a reagent for the phosphitylation of alcohols and heteroatomic nucleophiles, resulting in the formation of useful glycosyl donors and ligands.
• As a phosphitylation reagent to derivatize lignin samples for 31P NMR analysis.

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
Supplemental Hazard Statements 
Reacts violently with water.
RIDADR 
UN 3265 8 / PGII
WGK Germany 
3
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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