382-90-1

Basic information

• Product Name: METHYL 2-(TRIFLUOROMETHYL)ACRYLATE
• Synonyms: METHYL 2-(TRIFLUOROMETHYL)ACRYLATE;METHYL-2-(TRIFLUOROMETHYL)PROPENOATE;Methyll 2-(trifluoromethyl)acrylate;METHYL 2-(TRIFLUOROMETHYL)ACRYLATE INHIBITED;2-(Trifluoromethyl)acrylic acid methyl ester;α-(Trifluoromethyl)acrylic acid methyl ester;Methyl 2-(trifluoromethyl)acrylate，97%;Methyl 2-(trifluoromethyl)prop-2-enoate
• CAS NO: 382-90-1
• Molecular Formula: C₅H₅F₃O₂
• Molecular Weight: 154.09
• Product Categories: monomer
• Mol File: 382-90-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 104-105
• Flash Point: 25℃
• Appearance: /
• Density: 1.2
• Vapor Pressure: 97.4mmHg at 25°C
• Refractive Index: 1.3528
• Storage Temp.: Keep Cold
• CAS DataBase Reference: METHYL 2-(TRIFLUOROMETHYL)ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(TRIFLUOROMETHYL)ACRYLATE(382-90-1)
• EPA Substance Registry System: METHYL 2-(TRIFLUOROMETHYL)ACRYLATE(382-90-1)

Safety Data

• Hazard Codes: F,Xn
• Statements: 10-36/37/38-20
• Safety Statements: 26-36/37/39
• RIDADR: 3272
• WGK Germany: 3
• HazardClass: KEEP COLD, FLAMMABLE
• Hazardous Substances Data: 382-90-1(Hazardous Substances Data)

Usage

General Description

Methyl 2-(trifluoromethyl)acrylate is a chemical compound with the molecular formula C5H5F3O2. It is a colorless liquid with a pungent odor, and it is primarily used as a monomer for the production of polymers and copolymers. It is highly reactive and can undergo polymerization and copolymerization reactions with other monomers to form various types of polymers with unique properties. Methyl 2-(trifluoromethyl)acrylate is also used as a building block in the synthesis of pharmaceuticals and agrochemicals, and it is considered to be an important intermediate in organic synthesis. The compound is known to be potentially hazardous if not handled properly and should be used with caution in industrial and laboratory settings.

InChI:InChI=1/C4H4F4O2/c1-10-3(9)2(5)4(6,7)8/h2H,1H3

Upstream product

• 428-18-2 α-acetoxy-β,β,β-trifluoro-isobutyric acid methyl ester 
• 186581-53-3 diazomethane 
• 381-98-6 trifluoromethyacrylic acid 
• 67-56-1 methanol 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 201230-82-2 carbon monoxide 
• 77-78-1 dimethyl sulfate 
• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 475636-84-1 hexafluoroisobutylene fluorosulfate 

Downstream Products

• 502482-14-6 methyl 2-(2-benzyloxyethyl)-3,3-difluoroacrylate 
• 313250-21-4 methyl 3,3-difluoro-2-(p-toluenesulfonamidoethyl)acrylate 
• 502482-16-8 methyl 2-(N-tert-butoxycarbonyl-p-toluenesulfonamidoethyl)-3,3-difluoroacrylate 
• 874218-15-2 (R/S)-1-benzyl-3-trifluoromethyl-pyrrolidine-3-carboxylic acid methyl ester 
• 1609575-61-2 methyl 3,3,3-trifluoro-2-((2-(3-(trifluoromethyl)phenyl)morpholino)-methyl)propanoate 

Relevant articles and documents

Fluorosulfates of hexafluoroisobutylene and its higher homologs

Hexafluoroisobutylene and its higher homologs are easily reacted with SO3 to give fluorosulfates of the formula CH2═C(R)CF2OSO2F, wherein R is a linear, branched or cyclic fluoroalkyl group comprised of 1 to 10 carbon atoms and may contain ether oxygen. These compounds react under mild conditions with many nucleophiles to give CH2═C(R)CF2X, where X is derived from the nucleophile. This reaction provides a route to many substituted hexafluoroisobutylenes, which copolymerize easily with other fluoro- and hydrocarbon monomers such as vinylidene fluoride and ethylene.

Studies on the preparation of 2-(trifluoromethyl)acrylic acid and its esters from 3,3,3-trifluoropropene via hydrocarbonylation reactions

The synthesis of methyl α-(trifluoromethyl)acrylate (MTFMA) has been carried out in three steps starting from commercially available 3,3,3,-trifluoropropene; this route involving the cobalt-catalyzed carbonylation of 2-bromo-3,3,3-trifluoropropene (2-Br-TFP) under very mild reaction conditions, gave only about 30% yield of the desired methyl ester. 2-(Trifluoromethyl)propanal, available in 90% yield by rhodium catalyzed hydroformylation of 3,3,3-trifluoropropene, proved to be an interesting starting product for the preparation of MTFMA: while the synthetic route involving the α-halogenation of 2-(trifluoromethyl)propanoic acid (TFMPA) failed to give any results, the reaction scheme based on the α-selenenylation of the above aldehyde followed by H2O2-oxidation afforded 68% yield of 2-(trifluoromethyl)acrylic acid (TFMAA).