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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

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

62.6 °F - closed cup

Flash Point(C)

17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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 et al.
Dental materials journal, 28(5), 642-648 (2009-10-14)
In order to clarify the effect of fluorination of an adhesive resin on the durability of the resin bond to precious metal alloys, 2,2,2-trifluoroethyl methacrylate (TFEMA)-poly(2,2,2-trifluoroethyl methacrylate) (PTFEMA)/TBBO adhesive resin was prepared. The tensile bond strength of this resin to
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
Grafting modification of ramie fibers with poly (2, 2, 2-trifluoroethyl methacrylate) via reversible addition-fragmentation chain transfer (RAFT) polymerization in supercritical carbon dioxide
Liu X, et al.
Reactive and Functional Polymers, 70(12), 972-979 (2010)
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