4714-11-8

Basic information

• Product Name: Benzene, 1-ethenyl-4-(trifluoroethenyl)-
• CAS NO: 4714-11-8
• Molecular Formula: C10H7F3
• Molecular Weight: 184.161
• Mol File: 4714-11-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, 1-ethenyl-4-(trifluoroethenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-ethenyl-4-(trifluoroethenyl)-(4714-11-8)
• EPA Substance Registry System: Benzene, 1-ethenyl-4-(trifluoroethenyl)-(4714-11-8)

Safety Data

• Hazardous Substances Data: 4714-11-8(Hazardous Substances Data)

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 676593-23-0 5,5-dimethyl-2-(4-ethenylphenyl)-1,3,2-dioxaborinane 
• 79-38-9 Chlorotrifluoroethylene 
• 2156-04-9 4-Vinylphenylboronic acid 
• 18120-63-3 (4-vinylphenyl)magnesium bromide 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 51044-13-4 4-bromobenzyl triphenylphosphonium bromide 
• 106-38-7 para-bromotoluene 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 105417-08-1 trifluoroethenylzinc bromide 

Relevant articles and documents

The method of manufacturing the same and hydroxybenzenes (trifluorolactic vinyl)

PROBLEM TO BE SOLVED: To provide (trifluorovinyl)benzenes and a method for producing the same.SOLUTION: The method for producing (trifluorovinyl)benzenes expressed by general formula (3) comprises carrying out a reaction of a phenyl boron compound with trifluorohaloethylenes in the coexistence of 1 to 100 equivalents of water with respect to the phenyl boron compound (1), a palladium complex coordinated with a bidentate phosphine ligand, and an alkali metal salt. In formula (3), Rrepresents a hydrogen atom or a formyl group; Rand Reach independently represents a hydrogen atom, 1-4C alkyl group, 2-4C alkenyl group, 2-5C acyl group, (1-4C alkoxy)carbonyl group, 1-4C alkoxy group, tri(1-4C alkyl)silyl group, 2-5C acylamino group, cyano group, phenyl group, chlorine atom, fluorine atom or nitro group; and adjoining Rand Rmay form a ring together with a carbon atom bonded thereto.

Preparation of trifluorostyrenes via palladium-catalyzed coupling of arylboronic acids with chloro- and bromotrifluoroethylene

A highly efficient and cost-effective method for the preparation of α,β,β-trifluorostyrene (TFS) and its derivatives is described. The method required only 0.2 mol % of Pd(dba)2 and 0.4 mol % of PtBu3 and occurred to full conversion within 2.0 h. With this method, a wide range of arylboronic acids were efficiently incorporated to generate α,β,β-trifluorostyrene derivatives.

Palladium-catalyzed coupling reactions of tetrafluoroethylene with arylzinc compounds

Organofluorine compounds are widely used in all aspects of the chemical industry. Although tetrafluoroethylene (TFE) is an example of an economical bulk organofluorine feedstock, the use of TFE is mostly limited to the production of poly(tetrafluoroethylene) and copolymers with other alkenes. Furthermore, no catalytic transformation of TFE that involves carbon-fluorine bond activation has been reported to date. We herein report the first example of a palladium-catalyzed coupling reaction of TFE with arylzinc reagents in the presence of lithium iodide, giving α,β,β-trifluorostyrene derivatives in excellent yields.