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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

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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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
[Properties of 2,2,2-Trifluoroethyl methacrylate copolymers].
Y Yokoyama et al.
Iyo Kizai Kenkyujo hokoku. Reports of the Institute for Medical and Dental Engineering, Tokyo Medical and Dental University, 18, 1-9 (1984-01-01)
Honglin Zhang et al.
Sensors (Basel, Switzerland), 20(21) (2020-11-04)
A ratiometric oxygen sensor based on a platinum octaethylporphyrin (PtOEP)-coumarin 6 (C6)/poly (styrene-trifluoroethyl methacrylate) (poly (St-TFEMA)) film was developed for automatic dissolved oxygen (DO) detection. The oxygen-sensing film according to the dynamic quenching mechanism was prepared by embedding platinum octaethylporphyrin
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)
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