2,2,2-Trifluoroethyl methacrylate

Base Information

• Chemical Name: 2,2,2-Trifluoroethyl methacrylate
• CAS No.: 352-87-4
• Deprecated CAS: 918137-77-6,1212012-06-0
• Molecular Formula: C6H7F3O2
• Molecular Weight: 168.116
• Hs Code.: 29161400
• European Community (EC) Number: 206-525-3,622-159-0
• NSC Number: 32617
• DSSTox Substance ID: DTXSID7059856
• Nikkaji Number: J107.718J
• Wikidata: Q72511125
• Mol file: 352-87-4.mol

Synonyms:2,2,2-trifluoroethyl methacrylate;TFEMA

Chemical Property of 2,2,2-Trifluoroethyl methacrylate

Chemical Property:

• Appearance/Colour: Colorless clear liquid
• Vapor Pressure: 40.9mmHg at 25°C
• Refractive Index: n20/D 1.361(lit.)
• Boiling Point: 115.5 °C at 760 mmHg
• Flash Point: 16.7 °C
• PSA: 26.30000
• Density: 1.181 g/cm³
• LogP: 1.66800
• Storage Temp.: Keep Cold
• Water Solubility.: 906mg/L at 20℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 168.03981395
• Heavy Atom Count: 11
• Complexity: 171

Purity/Quality:

99% ^*data from raw suppliers

2,2,2-Trifluoroethyl methacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=C)C(=O)OCC(F)(F)F
• Uses: 2,2,2-TRIFLUOROETHYL METHACRYLATE is a useful research chemical. 2,2,2-Trifluoroethyl methacrylate is mainly used for coating to improve its weather resistance, water resistance and pollution resistance. It can also be used as a charge regulator for cladding and core materials of optical fibers, contact lenses, toner and carrier particles of computers. TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.

Technology Process of 2,2,2-Trifluoroethyl methacrylate

There total 3 articles about 2,2,2-Trifluoroethyl methacrylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

2,2-dimethyl-propanol-1 (75-84-3) + chloroform (67-66-3,8013-54-5) + acetone (67-64-1) → C6H8ClF3O2 + 2,2,2-trifluoroethyl methacrylate (352-87-4,54802-79-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzonitrile; acetonitrile; at 50 ℃; for 42h;

DOI:10.1002/chem.201901933

Reference yield:

2,2,2-trifluoroethanol (75-89-8) + Methacryloyl chloride (920-46-7,26937-45-1) → 2,2,2-trifluoroethyl methacrylate (352-87-4,54802-79-8)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; triethylamine;

DOI:10.1016/j.jfluchem.2005.12.032

Reference yield:

poly(methacrylic acid) (79-41-4,25087-26-7,50867-57-7) + 2,2,2-trifluoroethanol (75-89-8) → 2,2,2-trifluoroethyl methacrylate (352-87-4,54802-79-8)

Guidance literature:

With sulfuric acid; hydroquinone; In benzene; Heating;

DOI:10.1016/S0022-1139(00)85059-9

upstream raw materials:

poly(methacrylic acid)

2,2,2-trifluoroethanol

Methacryloyl chloride

2,2-dimethyl-propanol-1

Downstream raw materials:

2-Methyl-acrylic acid (S)-2-methyl-3-phenyl-propyl ester

Refernces

• 1、 Koyama, Minoru,Kawakami, Takafumi,Okazoe, Takashi,Nozaki, Kyoko. "Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone". . p. 10913 - 10917. Retrieved 2019/08/02.
• 2、 -. "Composition (by machine translation)". Paragraph 0066. . Retrieved 2017/06/13.