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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

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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Sigma-Aldrich

196916

2,3,4,5,6-Pentafluorostyrene

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)
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)
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
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)
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
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