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163813

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/REAXYS Number:
1743761
EC Number:
207-297-8
MDL number:
MFCD00000450
UNSPSC Code:
12352100
PubChem Substance ID:
24850037
NACRES:
NA.22

Quality Level

100

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.)

functional group

ester
fluoro

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.

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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

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

87.8 °F - closed cup

flash_point_c

31 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6584
MKCM9666
MKCK1401
MKCH5042
MKCC2156

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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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