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405957 Sigma-Aldrich

Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite

98%

Synonym: Tris(2H-perfluoro-2-propyl) phosphite

  • CAS Number 66470-81-3

  • Linear Formula [(CF3)2CHO]3P

  • Molecular Weight 532.06

  •  Beilstein/REAXYS Number 2315565

  •  MDL number MFCD00192561

  •  PubChem Substance ID 24865342

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Organic Phosphates/Phosphites, Phosphorus Compounds More...
Quality Level   100
assay   98%
refractive index   n20/D 1.300 (lit.)
bp   130 °C (lit.)
density   1.69 g/mL at 25 °C (lit.)
SMILES string   FC(F)(F)C(OP(OC(C(F)(F)F)C(F)(F)F)OC(C(F)(F)F)C(F)(F)F)C(F)(F)F
InChI   1S/C9H3F18O3P/c10-4(11,12)1(5(13,14)15)28-31(29-2(6(16,17)18)7(19,20)21)30-3(8(22,23)24)9(25,26)27/h1-3H
InChI key   MJOVEPJSFHDSOJ-UHFFFAOYSA-N

Description

General description

Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite (tris(1,1,1,3,3,3-hexafluoroisopropyl) phosphite) is a sterically hindered, weakly σ-donating and strongly π-accepting ligand. It can be prepared by the reaction of lithium salt of 1,1,1,3,3,3-hexafluoro-2-propoxide with PCl3. It reacts with nucleosides to form deoxyribonucleoside 3′-bis(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite units.

Application

Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite (tris(1,1,1,3,3,3-hexafluoroisopropyl) phosphite) may be used in the following processes:
• Preparation of new phosphonylating and coupling agents for the synthesis of oligodeoxyribonucleotides.
• Preparation of nucleoside H-phosphonate units.
• Synthesis of tetrakis(1,1,1,3,3,3-hexafluoroisopropoxy)(phenylthio)phosphorane by reacting with 1,1,1,3,3,3-hexafluoroisopropyl benzenesulfenate.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

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Protocols & Articles
Peer-Reviewed Papers
15

References

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