155820-88-5

Basic information

• Product Name: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene
• Synonyms: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene;1-Bromo-4-(2,2,2-trifluoroethyl)
• CAS NO: 155820-88-5
• Molecular Formula: C₈H₆BrF₃
• Molecular Weight: 239.04
• Mol File: 155820-88-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 54-57°C
• Boiling Point: 190.4±40.0 °C(Predicted)
• Appearance: /
• Density: 1.543±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene(155820-88-5)
• EPA Substance Registry System: 1-Bromo-4-(2,2,2-trifluoroethyl)benzene(155820-88-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 155820-88-5(Hazardous Substances Data)

Usage

General Description

1-bromo-4-(2,2,2-trifluoroethyl)benzene is a chemical compound that consists of a benzene ring with a bromine atom attached at the 1 position and a trifluoroethyl group attached at the 4 position. It is a colorless liquid with a molecular formula of C8H6BrF3. 1-bromo-4-(2,2,2-trifluoroethyl)benzene is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a research chemical in organic synthesis and in the production of specialty chemical products. The presence of the bromine and trifluoroethyl groups in this compound makes it useful for introducing specific functionalities into organic molecules, making it a valuable tool for chemists in the development of new compounds and materials.

InChI:InChI=1S/C8H6BrF3/c9-7-3-1-6(2-4-7)5-8(10,11)12/h1-4H,5H2

Upstream product

• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 589-15-1 1-bromomethyl-4-bromobenzene 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 1122-91-4 4-bromo-benzaldehyde 
• 887144-94-7 Togni's reagent II 
• 57477-93-7 hydrazone of p-bromobenzaldehyde 
• 129946-88-9 Umemoto's reagent 
• 873-75-6 4-bromobenzenemethanol 
• 383-62-0 ethyl 2-chloro-2,2-difluoroacetate 
• 1895006-01-5 dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate 
• 5467-74-3 4-Bromophenylboronic acid 
• 373-88-6 2,2,2-trifluroethylamine hydrochloride 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 84750-93-6 1,1-difluoro-2-(4-bromophenyl)ethene 

Downstream Products

• 1176282-86-2 4-(2,2,2-trifluoroethyl)benzoic acid 
• 1310949-87-1 4,4,5,5-tetramethyl-2-[4-(2,2,2-trifluoroethyl)phenyl]-1,3,2-dioxaborolane 
• 1256841-40-3 Methyl 5-[4-(2,2,2-trifluoroethyl)phenyl]nicotinate 
• 1198117-44-0 3-oxo-2-(2-(pyridin-2-yl)ethyl)-N-(4-(2,2,2-trifluoroethyl)benzyl)isoindoline-1-carboxamide 

Relevant articles and documents

Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives

A practical method for the synthesis of functionalized aliphatic trifluoromethyl-substituted derivatives from aliphatic acids is developed. The transformation proceeds with sulfur tetrafluoride in the presence of water as a key additive. Compared to previous methods, the reaction gives products with full retention of stereo- and absolute configuration of chiral centers.

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides

Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to C sp2 carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of C sp3-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes.

Switchable 2,2,2-trifluoroethylation and gem-difluorovinylation of organoboronic acids with 2,2,2-trifluorodiazoethane

The transition-metal-free 2,2,2-trifluoroethylation and gem-difluorovinylation of arylboronic acids were developed. By employing different reaction conditions, these transformations provide both (2,2,2-trifluoroethyl)arenes and gem-difluorovinylarenes fro