192198-90-6

Basic information

• Product Name: 2,3-Butanediol, 2,3-bis[4-(trifluoromethyl)phenyl]-
• CAS NO: 192198-90-6
• Molecular Formula: C18H16F6O2
• Molecular Weight: 378.314
• Mol File: 192198-90-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,3-Butanediol, 2,3-bis[4-(trifluoromethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Butanediol, 2,3-bis[4-(trifluoromethyl)phenyl]-(192198-90-6)
• EPA Substance Registry System: 2,3-Butanediol, 2,3-bis[4-(trifluoromethyl)phenyl]-(192198-90-6)

Safety Data

• Hazardous Substances Data: 192198-90-6(Hazardous Substances Data)

Usage

General Description

2,3-Butanediol, 2,3-bis[4-(trifluoromethyl)phenyl]- is a chemical compound with the molecular formula C18H14F6O2. It is a diol compound with two hydroxyl groups and is commonly used as a solvent and intermediate in organic synthesis. This chemical is often found in various industrial applications, including the production of pharmaceuticals, agrochemicals, and the synthesis of other organic compounds. It is also utilized in the manufacturing of plasticizers, resins, and antifreeze. Furthermore, it is known for its potential use in the development of new materials and pharmaceutical agents due to its unique structure and properties.

Upstream product

• 709-63-7 1-(4-trifluoromethylphenyl)ethanone 
• 188912-47-2 trimethyl((1-(4-(trifluoromethyl)phenyl)vinyl)oxy)silane 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 345-92-6 4,4'-Difluorobenzophenone 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 119-61-9 benzophenone 

Relevant articles and documents

Converting: P -terphenyl into a novel organo-catalyst for LED-driven energy and electron transfer photoreactions in water

p-Terphenyl is a potent photoredox catalyst under UV-irradiation. Aiming for more sustainable reaction conditions, we added two sulfonate groups to this key structure to achieve water solubility and incorporated an SO2-bridge thereby shifting the absorption spectrum towards the visible. The resulting photocatalyst shows unexpected triplet reactivity in several test reactions.

Light-enabled metal-free pinacol coupling by hydrazine

Efficient carbon-carbon bond formation is of great importance in modern organic synthetic chemistry. The pinacol coupling discovered over a century ago is still one of the most efficient coupling reactions to build the C-C bond in one step. However, traditional pinacol coupling often requires over-stoichiometric amounts of active metals as reductants, causing long-lasting metal waste issues and sustainability concerns. A great scientific challenge is to design a metal-free approach to the pinacol coupling reaction. Herein, we describe a light-driven pinacol coupling protocol without use of any metals, but with N2H4, used as a clean non-metallic hydrogen-atom-transfer (HAT) reductant. In this transformation, only traceless non-toxic N2 and H2 gases were produced as by-products with a relatively broad aromatic ketone scope and good functional group tolerance. A combined experimental and computational investigation of the mechanism suggests that this novel pinacol coupling reaction proceeds via a HAT process between photo-excited ketone and N2H4, instead of the common single-electron-transfer (SET) process for metal reductants.

Electrochemical and spectroscopic behavior of trifluoromethylacetophenone in aqueous and micellar medium

The electrochemical behavior of 4-trifluoromethylacetophenone (TFMA) has been studied in aqueous (2pH10), micellar, and ethanolic solutions using polarographic techniques.A slow hydration process of the carbonyl group has been observed by means of polarography and UV-visible spectrophotometry.Besides the well-known pH dependence of the electroreduction of aromatic ketones, C-F bond cleavages concomitant to the ketone reduction occur under electrolysis conditions in alkaline medium (pH=10) at a very negative potential (-1.7 V), leading to the formation of 4-methylacetophenone, which is reduced at this potential with formation of the carbinol and of symmetrical and dissymmetrical pinacols.Finally, the reduction of TFMA has been performed in the presence of chiral surfactants in order to test their ability to induce an asymmetric induction.Key words: 4-trifluoromethylacetophenone, 4-methylacetophenone, electroreduction, micellar medium, chiral surfactants, hydration, C-F bond fission.