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Merck

249831

Sigma-Aldrich

Methyl trifluoroacetate

99%

Sinónimos:

Methyl 2,2,2-trifluoroacetate, Methyl perfluoroacetate

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About This Item

Fórmula lineal:
CF3COOCH3
Número de CAS:
Peso molecular:
128.05
Beilstein/REAXYS Number:
1756070
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.

pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Faceshields, Gloves, Goggles


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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)
Nucleophilic trifluoromethylation of aryl halides with methyl trifluoroacetate.
Langlois BR and Roques N.
Journal of Fluorine Chemistry, 128(10), 1318-1325 (2007)
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)
Diana Bahhir et al.
PLoS genetics, 15(10), e1008410-e1008410 (2019-10-05)
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Helen E Vuong et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 35(48), 15955-15970 (2015-12-04)
An inner retinal microcircuit composed of dopamine (DA)-containing amacrine cells and melanopsin-containing, intrinsically photosensitive retinal ganglion cells (M1 ipRGCs) process information about the duration and intensity of light exposures, mediating light adaptation, circadian entrainment, pupillary reflexes, and other aspects of

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