47400
Triethyl 2-fluoro-2-phosphonoacetate
technical, ≥96% (GC)
Synonym(s):
2-Fluoro-2-phosphonoacetic acid triethyl ester, Diethyl [(ethoxycarbonyl)fluoromethyl]phosphonate, Ethyl diethylphosphonofluoroacetate
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About This Item
Linear Formula:
(C2H5O)2P(O)CH(F)CO2C2H5
CAS Number:
Molecular Weight:
242.18
UNSPSC Code:
12352000
Beilstein/REAXYS Number:
1912161
MDL number:
InChI key
FVPISMANESAJQZ-UHFFFAOYSA-N
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
grade
technical
assay
≥96% (GC)
refractive index
n20/D 1.425 (lit.), n20/D 1.625
bp
75 °C/0.01 mmHg (lit.)
density
1.194 g/mL at 25 °C (lit.)
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
Other Notes
Horner-Wittig reagent for the synthesis of α-fluoro-α,β-unsaturated esters
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A. Thenappan et al.
The Journal of Organic Chemistry, 55, 4639-4639 (1990)
H.J. Tsai et al.
The Journal of Organic Chemistry, 59, 7085-7085 (1994)
G. Etemad-Moghadam et al.
Bulletin de la Societe Chimique De France, 448-448 (1985)
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