Description

Triethyl 2-fluoro-2-phosphonoacetate (CAS No. 2356-16-3) is a high-purity organophosphorus compound with the molecular formula C₈H₁₆FO₅P. This specialty chemical, also known by its IUPAC name ethyl 2-diethoxyphosphoryl-2-fluoroacetate, is a valuable reagent for synthetic organic chemistry and pharmaceutical research. The compound features a unique combination of phosphonate and fluoroacetate functional groups, making it particularly useful for Horner-Wadsworth-Emmons reactions and other carbon-carbon bond-forming transformations. Our product is supplied as a clear, colorless to pale yellow liquid with ≥95% purity (GC), rigorously tested for consistency and quality. Suitable for use in inert atmospheres and moisture-sensitive applications, it is packaged under nitrogen in amber glass bottles to ensure stability.

Key applications include its use as a building block for fluorinated phosphonate analogs, protease inhibitors, and other bioactive molecules. Researchers will appreciate its role in the synthesis of α-fluoro-α,β-unsaturated esters and other fluorinated intermediates. The compound’s molecular weight is 242.18 g/mol, with a density of approximately 1.18 g/cm³ at 25°C. For your convenience, we provide comprehensive analytical data including ¹H NMR, ¹³C NMR, ¹⁹F NMR, and ³¹P NMR spectra upon request.

Properties

• CAS Number: 2356-16-3
• Complexity: 235
• IUPAC Name: ethyl 2-diethoxyphosphoryl-2-fluoro-acetate
• InChI: 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
• Exact Mass: 242.07193877
• Molecular Formula: C8H16FO5P
• Molecular Weight: 242.18
• SMILES: CCOC(=O)C(F)P(=O)(OCC)OCC
• Topological: 61.8
• Monoisotopic Mass: 242.07193877
• Synonyms: Triethyl 2-fluoro-2-phosphonoacetate, 627-648-2, 2356-16-3, ethyl 2-(diethoxyphosphoryl)-2-fluoroacetate, 2-Fluoro-2-phosphonoacetic Acid Triethyl Ester, ethyl 2-diethoxyphosphoryl-2-fluoroacetate, ethyl (diethoxyphosphoryl)(fluoro)acetate, Triethyl phosphonofluoroacetate, Acetic acid, (diethoxyphosphinyl)fluoro-, ethyl ester, MFCD00134400, ethyl diethylphosphonofluoroacetate, triethyl-2-fluoro-2-phosphonoacetate, Triethyl fluorophosphonoacetate, ethyl 2-(diethoxycarbonyl)-2-fluoroacetate, diethyl [(ethoxycarbonyl)fluoromethyl]phosphonate, Triethyl2-fluoro-2-phosphonoacetate, (Diethoxyphosphinyl)fluoroacetic Acid Ethyl Ester, SCHEMBL365852, FVPISMANESAJQZ-UHFFFAOYSA-, DTXSID20946330, triethyl-2-fluoro-2-phophonoacetate, ethyl diethyl-phosphono-fluoroacetate, BBL101901, SBB070862, STL555698, ethyl 2-fluoro-diethylphosphonoacetate, ethyl diethyl-phosphono-fluoro-acetate, ethyl diethylphosphono-2-fluoroacetate, AKOS005762918, Ethyl (Diethoxyphosphinyl)fluoroacetate, CS-W012781, ethyl 2-fluoro-2-diethylphosphonoacetate, AS-18223, SY017649, Triethyl 2-fluoro-2-phosphonoacetate, 96%, ethyl 2-(diethyl phosphono)-2-fluoroacetate, F0340, ST51007063, EN300-98009, (Diethoxyphosphinyl)fluoroacetic acid, ethyl ester, (diethoxy-phosphoryl)-fluoro-acetic acid ethyl ester, InChI=1/C8H16FO5P/c1-4-12-8(10)7(9)15(11,13-5-2)14-6-3/h7H,4-6H2,1-3H3

Application

Triethyl 2-fluoro-2-phosphonoacetate serves as a versatile reagent in organic synthesis, particularly for the preparation of fluorinated phosphonate derivatives used in medicinal chemistry. It is employed in Horner-Wadsworth-Emmons reactions to synthesize α-fluoro-α,β-unsaturated esters, important intermediates for protease inhibitors and other pharmaceutical compounds. The compound’s unique fluorine-phosphonate moiety makes it valuable for creating analogs of biologically active molecules and studying structure-activity relationships. Researchers also utilize it to develop novel fluorinated materials with potential applications in agrochemicals and specialty polymers.

Safety and Hazards

GHS Hazard Statements

• H315 (96.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (96.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (94.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (96.5%)
• Eye Irrit. 2 (96.5%)
• STOT SE 3 (94.7%)

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.