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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

Quality Level

200

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

Related Categories

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

Signal Word

Danger

Hazard Statements

H225,H301 + H331,H412

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

62.6 °F

Flash Point(C)

17 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

Certificates of Analysis (COA)

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Photochemical stability of partially fluorinated acrylic protective coatings I. Poly (2, 2, 2-trifluoroethyl methacrylate) and poly (1H, 1H, 2H, 2H-perfluorodecyl methacrylate-co-2-ethylhexyl methacrylate) s
Chiantore O, et al.
Polymer Degradation and Stability, 67(3), 461-467 (2000)
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
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
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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