832114-04-2

Basic information

• Product Name: 2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 4,4,5,5-TETRAMETHYL-2-(2-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE;2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER;5-TetraMethyl-2-(2-trifluoroMethoxyphenyl)-1
• CAS NO: 832114-04-2
• Molecular Formula: C13H16BF3O3
• Molecular Weight: 288.07
• Mol File: 832114-04-2.mol

Chemical Properties

• Boiling Point: 300°C at 760 mmHg
• Flash Point: 135.2°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.00205mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER(832114-04-2)
• EPA Substance Registry System: 2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER(832114-04-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 832114-04-2(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER is used as a reagent in chemical synthesis for its high reactivity and ability to form carbon-carbon and carbon-heteroatom bonds. It is instrumental in the creation of complex organic molecules that are essential in various chemical processes.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER is used as a key intermediate in the synthesis of potential drug candidates. Its versatility in cross-coupling reactions allows for the development of new compounds with desired therapeutic properties.
Used in Material Science:
2-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER is utilized in material science as a component in the development of new materials with specific properties. Its role in creating complex organic molecules contributes to the advancement of materials with applications in various fields, such as electronics, energy, and nanotechnology.

InChI:InChI=1/C13H16BF3O3/c1-11(2)12(3,4)20-14(19-11)9-7-5-6-8-10(9)18-13(15,16)17/h5-8H,1-4H3

Upstream product

• 927-84-4 bis(trifluoromethyl)peroxide 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 

Relevant articles and documents

Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide

Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.

Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N?O Bond Redox Fragmentation

A simple trifluoromethoxylation method enables non-directed functionalization of C?H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF3 radical mechanism mediated by a photoredox catalyst, which triggers an N?O bond fragmentation. The pyridinium-based trifluoromethoxylation reagent is bench-stable and provides access to synthetic diversity in lead compounds in an operationally simple manner.