Skip to Content
Merck
All Photos(1)

Documents

374717

Sigma-Aldrich

Triethyl 2-fluoro-2-phosphonoacetate

96%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(C2H5O)2P(O)CH(F)CO2C2H5
CAS Number:
Molecular Weight:
242.18
Beilstein:
1912161
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

liquid

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

Looking for similar products? Visit Product Comparison Guide

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

P W Collins et al.
Journal of medicinal chemistry, 30(11), 1952-1955 (1987-11-01)
A 4-fluoro analogue of enisoprost was prepared and evaluated for gastric antisecretory and mucosal protective activity in animals. The synthesis centered upon cuprate chemistry but also involved a Wittig reaction to produce a cis fluoro olefinic moiety, a furan rearrangement/isomerization

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service