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373761

Sigma-Aldrich

2,2,2-Trifluoroethyl methacrylate

contains 50-200 ppm MEHQ as inhibitor, 99%

Synonym(s):

2,2,2-Trifluoroethyl 2-methylprop-2-enoate

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About This Item

Linear Formula:
H2C=C(CH3)CO2CH2CF3
CAS Number:
352-87-4
Molecular Weight:
168.11
EC Number:
206-525-3
MDL number:
MFCD00013576
UNSPSC Code:
12162002
PubChem Substance ID:
24863259
NACRES:
NA.23

assay

99%

form

liquid

contains

50-200 ppm MEHQ as inhibitor

refractive index

n20/D 1.361 (lit.)

bp

59 °C/100 mmHg (lit.)

density

1.181 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC(F)(F)F

InChI

1S/C6H7F3O2/c1-4(2)5(10)11-3-6(7,8)9/h1,3H2,2H3

InChI key

QTKPMCIBUROOGY-UHFFFAOYSA-N

General description

2,2,2-Trifluoroethyl methacrylate (TFEMA) is a semifluorinated monomer that can be synthesized from methacryloyl chloride and 2,2,2-trifluoroethanol in presence of triethylamine. Its properties include chemical inertness, good wear resistance and low dielectric constant.

Application

TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

62.6 °F - closed cup

flash_point_c

17 °C - closed cup

ppe

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

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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Radical copolymerization of 2, 2, 2-trifluoroethyl methacrylate with cyano compounds for dielectric materials: Synthesis and characterization
Raihane M and Ameduri B
Journal of Fluorine Chemistry, 127(3), 391-399 (2006)
Antonios M Douvas et al.
Analytical and bioanalytical chemistry, 381(5), 1027-1032 (2005-02-03)
A new methodology for protein microarray fabrication is proposed based on the ablation of polymer film using laser at 157 nm (F2). The polymer has been selected among others with the criterion of negligible protein adsorption. Improved results have been
Yoshinori Kadoma
Dental materials journal, 29(5), 602-608 (2010-09-10)
The kinetic polymerization behavior of 2,2,2-trifluoroethyl methacrylate (TFEMA), 1,1,1,3,3,3-hexafluoroisopropyl methacrylate (HFIPMA), 2,2,2-trifluoroethyl acrylate (TFEA) and 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) was determined by isothermal differential scanning calorimetry (DSC) and high-performance liquid chromatography (HPLC) in order to improve the properties of fluorinated powder-liquid
Arda Yurtsever et al.
Electrophoresis, 30(4), 589-598 (2009-01-22)
A new, fluorinated monolithic stationary phase for CEC was first synthesized by a single-stage, thermally initiated copolymerization of a fluorinated monomer, 2,2,2-trifluoroethyl methacrylate (TFEM) and ethylene dimethacrylate (EDMA) in the presence of a porogen mixture. In this preparation, 2-acrylamido-2-methyl-1-propanesulfonic acid
Preparation and surface properties of poly (2, 2, 2-trifluoroethyl methacrylate) coatings modified with methyl acrylate
Xu A, et al.
Journal of Coatings Technology and Research, 13(5), 795-804 (2016)
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