407-47-6

Basic information

• Product Name: 2,2,2-Trifluoroethyl acrylate
• Synonyms: 2-Propenoic acid, 2,2,2-trifluoroethyl ester;2-propenoicacid,2,2,2-trifluoroethylester;TRIFLUOROETHYL ACRYLATE;TFOL-A;ACRYLIC ACID 2,2,2-TRIFLUOROETHYL ESTER;2,2,2-TRIFLUOROETHYL ACRYLATE;2,2,2-Trifluoroethyl acrylate 98%;2,2,2-Trifluoroethylacrylate98%
• CAS NO: 407-47-6
• Molecular Formula: C₅H₅F₃O₂
• Molecular Weight: 154.09
• EINECS: 206-987-6
• Product Categories: monomer;C2 to C5Self Assembly&Contact Printing;Carbonyl Compounds;Esters;Fluorine-Containing Monomers for 157 nm UV Lithography Resist PolymersPhotonic and Optical Materials;Lithography Monomers;Low Refractive Index Monomers;Waveguide Materials
• Mol File: 407-47-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 46 °C125 mm Hg(lit.)
• Flash Point: 54 °F
• Appearance: clear colorless liquid
• Density: 1.216 g/mL at 25 °C(lit.)
• Vapor Pressure: 1340mmHg at 25°C
• Refractive Index: n20/D 1.35(lit.)
• Storage Temp.: Keep Cold
• Water Solubility: Not miscible or difficult to mix in water.
• BRN: 1756611
• CAS DataBase Reference: 2,2,2-Trifluoroethyl acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trifluoroethyl acrylate(407-47-6)
• EPA Substance Registry System: 2,2,2-Trifluoroethyl acrylate(407-47-6)

Safety Data

• Hazard Codes: F,Xn,Xi
• Statements: 11-20/21/22-36/37/38
• Safety Statements: 16-26-33-36/37/39-37/39
• RIDADR: UN 3272 3/PG 2
• WGK Germany: 3
• TSCA: T
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 407-47-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

It is used for adhesives because of its peeling property and also used for contact lens to give antifouling property. It is also employed as a pharmaceutical intermediate.

InChI:InChI=1/C4H2F6/c5-3(6,7)1-2-4(8,9)10/h1-2H/b2-1+

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 79-10-7 acrylic acid 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 814-68-6 acryloyl chloride 

Downstream Products

• 891862-16-1 (1S)-cyclohex-3-enecarboxylic acid 2,2,2-trifluoro-ethyl ester 

Relevant articles and documents

Liberation of acrylates from nickelalactones via Ni─O ring opening with alkyl iodides

The utilization of carbon dioxide as a feedstock for the production of raw chemicals is of high current industrial interest. One attractive reaction is the transformation of carbon dioxide into acrylic acid or acrylates. The cleavage of the Ni─O bond of nickelalactones may result in the formation of acrylates. In this work, C2H5I, CF3CH2I and CF3I are studied as alkylation reagents for the Ni─O ring opening of nickelalactones. The results indicate that both C2H5I and CF3CH2I are able to release acrylates from nickelalactones. Based on the experimental evidence and literature precedents, a mechanism – proceeding via Ni─O ring opening of nickelalactone, β-H elimination to release the acrylate and reductive elimination for recovery of the Ni(0) species – is proposed.

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Several fluorinated and chlorofluorinated acrylates and methacrylates were synthesized from the alcohols RFCH2OH with RF=CCl3, CHClCH2CCl3, (CF2CFCl)nCl, (C2F4)nH, CF3, C7F15 and C6F13CH2. The corresponding polymers were also studied for their application as transparent polymeric materials. For this purpose the refractive indices n20D of the monomers and the polymers were measured as were the Tg values of the polymers. A study of their infrared spectra shows to what extent these products could be utilized taking into consideration their absorption in the long wavelength range between 0.85 and 1.50 m. The refractive indices of these polymers, which are reduced when increasing the number of fluorine atoms in the molecule, and that of the Tg measured between 50 and 70° C for the fluorinated methacrylates, indicate a potential use of these polymers as sheathing materials for optical fibres.