Triethyl 2-fluoro-2-phosphonoacetate
- Product Name
- Triethyl 2-fluoro-2-phosphonoacetate
- CAS No.
- 2356-16-3
- Chemical Name
- Triethyl 2-fluoro-2-phosphonoacetate
- Synonyms
- ethyl 2-(diethoxyphosphoryl)-2-fluoroacetate;czj;uoro-2-phosphonoacetate;Triethyl-2-Fluoro-2-Phosphono;triethylphosphonofluoroacetate;Triethyl2-Fluoro-2-phosphoacetate;RIETHYL2-FLUORO-2-PHOSPHONOACETATE;Triethyl-2-fluoro-phosphonoacetate;Triethyl α-fluoro(phosphono)acetate;Ethyl diethylphosphonofluoroacetate
- CBNumber
- CB9119497
- Molecular Formula
- C8H16FO5P
- Formula Weight
- 242.18
- MOL File
- 2356-16-3.mol
Triethyl 2-fluoro-2-phosphonoacetate Property
- Boiling point:
- 75 °C0.01 mm Hg(lit.)
- Density
- 1.194 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.425(lit.)
- Flash point:
- 165 °F
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- clear liquid
- color
- Colorless to Almost colorless
- Specific Gravity
- 1.194
- BRN
- 1912161
- InChI
- InChI=1S/C8H16FO5P/c1-4-12-8(10)7(9)15(11,13-5-2)14-6-3/h7H,4-6H2,1-3H3
- InChIKey
- FVPISMANESAJQZ-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C(P(OCC)(OCC)=O)F
- CAS DataBase Reference
- 2356-16-3(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,F
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 10-21
- Hazard Note
- Irritant
- HazardClass
- IRRITANT, FLAMMABLE
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H227Combustible liquid
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- F0340
- Product name
- Triethyl 2-Fluoro-2-phosphonoacetate
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $20
- Updated
- 2025/07/31
- Product number
- F0340
- Product name
- Triethyl 2-Fluoro-2-phosphonoacetate
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $78
- Updated
- 2025/07/31
- Product number
- T798115
- Product name
- Triethyl 2-fluoro-2-phosphonoacetate
- Packaging
- 500mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 6177-3-02
- Product name
- Triethyl 2-fluoro-2-phosphonoacetate
- Purity
- 96%
- Packaging
- 5G
- Price
- $30
- Updated
- 2021/12/16
- Product number
- 002202
- Product name
- 2-Fluoro-2-phosphonoacetic acid triethyl ester
- Purity
- 95%
- Packaging
- 5g
- Price
- $48
- Updated
- 2021/12/16
Triethyl 2-fluoro-2-phosphonoacetate Chemical Properties,Usage,Production
Chemical Properties
clear colorless liquid
Uses
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
Synthesis Reference(s)
The Journal of Organic Chemistry, 60, p. 4730, 1995 DOI: 10.1021/jo00120a014
reaction suitability
reaction type: C-C Bond Formation
Synthesis
401-55-8
122-52-1
2356-16-3
Ethyl 2-bromo-2-fluoroacetate (5.0 g, 27 mmol) was mixed with triethyl phosphite (13 mL) and the reaction was heated at 130°C for 23 hours. After completion of the reaction, the resulting mixture was distilled under reduced pressure (1.4 mbar, 75-110°C) to afford triethyl 2-fluoro-2-phosphonoacetate, the product being a pale yellow oil (6.0 g, 92% yield).
References
[1] Phosphorus, Sulfur and Silicon and Related Elements, 2000, vol. 160, p. 195 - 205
[2] Patent: WO2017/100668, 2017, A1. Location in patent: Page/Page column 162
[3] Patent: WO2018/103058, 2018, A1. Location in patent: Page/Page column 161; 165-166; 339
[4] Journal of the American Chemical Society, 2007, vol. 129, # 15, p. 4536 - 4537
[5] Heterocycles, 2004, vol. 63, # 3, p. 699 - 706
Triethyl 2-fluoro-2-phosphonoacetate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Triethyl 2-fluoro-2-phosphonoacetate manufacturers
- Product
- Triethyl 2-fluoro-2-phosphonoacetate 2356-16-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2025-04-01
- Product
- Triethyl 2-fluoro-2-phosphonoacetate 2356-16-3
- Price
- US $7.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- JD 752
- Release date
- 2019-09-01