249831
Methyl trifluoroacetate
99%
Synonym(s):
Methyl 2,2,2-trifluoroacetate, Methyl perfluoroacetate
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About This Item
Linear Formula:
CF3COOCH3
CAS Number:
Molecular Weight:
128.05
Beilstein:
1756070
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor pressure
5.77 psi ( 20 °C)
Quality Level
Assay
99%
form
liquid
refractive index
n20/D 1.291 (lit.)
bp
43-43.5 °C (lit.)
density
1.273 g/mL at 25 °C (lit.)
functional group
ester
fluoro
SMILES string
COC(=O)C(F)(F)F
InChI
1S/C3H3F3O2/c1-8-2(7)3(4,5)6/h1H3
InChI key
VMVNZNXAVJHNDJ-UHFFFAOYSA-N
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General description
Methyl trifluoroacetate along with cesium fluoride or cesium chloride and CuI constitutes a valuable trifluoromethylating reagent for substituting aromatic (or heteroaromatic) iodides and bromides. Adsorption of methyl trifluoroacetate on amorphous silica has been investigated. Fragmentation mechanism of generation of metastable ions from methyl trifluoroacetate has been investigated by mass analyzed ion kinetic energy spectra and ab initio molecular orbital calculations.
Application
Methyl trifluoroacetate has been used as reagent for trifluoroacetylation of amines and amino acids.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 2 - Skin Corr. 1B
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
-4.0 °F - closed cup
Flash Point(C)
-20 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Decomposition of metastable methyl trifluoroacetate and ethyl trifluoroacetate upon electron impact.
Sekiguchi O, et al.
International Journal of Mass Spectrometry, 177(1), 23-30 (1998)
Studies of the adsorption of acetaldehyde, methyl acetate, ethyl acetate, and methyl trifluoroacetate on silica.
Natal-Santiago MA, et al.
J. Mol. Catal. A: Chem., 140(2), 199-214 (1999)
Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate.
Langlois BR and Roques N.
Journal of Fluorine Chemistry, 128(10), 1318-1325 (2007)
Diana Bahhir et al.
PLoS genetics, 15(10), e1008410-e1008410 (2019-10-05)
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