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Sigma-Aldrich

Ethyl fluoroacetate

98%

Synonym(s):

Ethyl 2-fluoroacetate, Fluoroacetic acid ethyl ester, Monofluoroacetic acid ethyl ester

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About This Item

Linear Formula:
FCH2COOC2H5
CAS Number:
459-72-3
Molecular Weight:
106.10
Beilstein:
1743761
EC Number:
207-297-8
MDL number:
MFCD00000450
UNSPSC Code:
12352100
PubChem Substance ID:
24850037
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.375 (lit.)

bp

119.3 °C/753 mmHg (lit.)

solubility

water: soluble

density

1.098 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CF

InChI

1S/C4H7FO2/c1-2-7-4(6)3-5/h2-3H2,1H3

InChI key

VCYZVXRKYPKDQB-UHFFFAOYSA-N

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General description

Ethyl fluoroacetate is an ester organic solvent.

Application

Ethyl fluoroacetate was used in the synthesis of 4-deoxy-4-fluoro-muscarines. It was used as starting reagent for the synthesis of ethyl(diethoxyphosphoryl)fluoroacetate. It was used in development of an ammonolysis-based microencapsulation process.

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Eye Dam. 1 - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °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’.

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Reactivity of ethyl acetate and its derivatives toward ammonolysis: ramifications for ammonolysis-based microencapsulation process.
Chung Y, et al.
Polymers For Advanced Technologies, 20(10), 785-794 (2009)
A Convenient Synthesis of Ethyl(Diethoxyphosphoryl) fluoroacetate from Ethyl Fluoroacetate.
Elkik E and Imbeaux M.
Synthesis, 1989(11), 861-862 (1989)
P Bravo et al.
Journal of medicinal chemistry, 35(17), 3102-3110 (1992-08-21)
Four isomers of [(4-fluoro-5-methyl-tetrahydrofuran-2-yl)methyl]trimethylammonium iodide (4-deoxy-4-fluoro-muscarines) were prepared in enantiomerically and diastereomerically pure form from (S)-(-)-methyl 4-methylphenyl sulfoxide, ethyl fluoroacetate, and allyl bromide. Their absolute configurations were assigned by 1H NMR analyses. The four optically pure compounds were tested in
Youngwook Park et al.
The journal of physical chemistry letters, 9(15), 4282-4286 (2018-07-13)
Chemical reactions are extremely difficult to occur in ice at low temperature, where atoms and molecules are frozen in position with minimal thermal energy and entropy. Contrary to this general behavior, certain weak acids including fluoroacetic acids dissociate spontaneously and

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