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374717 Sigma-Aldrich

Triethyl 2-fluoro-2-phosphonoacetate

96%

Synonym: 2-Fluoro-2-phosphonoacetic acid triethyl ester, Diethyl [(ethoxycarbonyl)fluoromethyl]phosphonate, Ethyl diethylphosphonofluoroacetate

  • CAS Number 2356-16-3

  • Linear Formula (C2H5O)2P(O)CH(F)CO2C2H5

  • Molecular Weight 242.18

  •  Beilstein/REAXYS Number 1912161

  •  MDL number MFCD00134400

  •  PubChem Substance ID 24863330

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
assay   96%
reaction suitability   reaction type: C-C Bond Formation
refractive index   n20/D 1.425 (lit.)
bp   75 °C/0.01 mmHg (lit.)
density   1.194 g/mL at 25 °C (lit.)
SMILES string   CCOC(=O)C(F)P(=O)(OCC)OCC
InChI   1S/C8H16FO5P/c1-4-12-8(10)7(9)15(11,13-5-2)14-6-3/h7H,4-6H2,1-3H3
InChI key   FVPISMANESAJQZ-UHFFFAOYSA-N

Description

Application

Reactant for:
• Diels-Alder reactions
• Biosynthesis of terpene
• Stereoselective synthesis of unsaturated esters, fluorides and nitriles from the reactions of aldehydes and ketones using Wadsworth-Emmons phosphonates
• Synthesis of quinolones
• Horner-Wadsworth-Emmons asymmetric hydration
• Addition reactions and the subsequent application to click chemistry
• Asymmetric intermolecular Stetter reactions

Packaging

5 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) 
163.4 °F - closed cup
Flash Point(C) 
73 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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