474709-28-9

Basic information

• Product Name: 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE
• Synonyms: 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE;4-(TRIFLUOROMETHOXY)PHENYLBORONIC ACID, PINACOL ESTER;5-TetraMethyl-2-(4-trifluoroMethoxyphenyl)-1
• CAS NO: 474709-28-9
• Molecular Formula: C₁₃H₁₆BF₃O₃
• Molecular Weight: 288.07
• Mol File: 474709-28-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 61-62°C
• Boiling Point: 293.2°C at 760 mmHg
• Flash Point: 131.1°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.00306mmHg at 25°C
• Refractive Index: 1.457
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE(474709-28-9)
• EPA Substance Registry System: 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE(474709-28-9)

Safety Data

• Hazard Codes: T
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 474709-28-9(Hazardous Substances Data)

Usage

General Description

4,4,5,5-Tetramethyl-2-(4-trifluoromethoxyphenyl)-1,3,2-dioxaborolane is a chemical compound that contains a boron atom and is commonly used in organic synthesis and pharmaceutical research. It is a boronic ester derivative with a unique molecular structure. 4,4,5,5-TETRAMETHYL-2-(4-TRIFLUOROMETHOXYPHENYL)-1,3,2-DIOXABOROLANE is often employed as a reagent for Suzuki-Miyaura cross-coupling reactions, which are widely used in the synthesis of various pharmaceuticals and fine chemicals. Additionally, the trifluoromethoxyphenyl group attached to the boron atom provides unique reactivity and can enable the selective functionalization of organic molecules. Due to its versatile reactivity and potential applications in organic synthesis, 4,4,5,5-Tetramethyl-2-(4-trifluoromethoxyphenyl)-1,3,2-dioxaborolane is an important and valuable chemical compound in the field of organic and medicinal chemistry.

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

Upstream product

• 407-14-7 1-bromo-4-(trifluoromethoxy)benzene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 1541841-75-1 2-(4-(trifluoromethoxy)phenoxy)pyridine 
• 73183-34-3 bis(pinacol)diborane 
• 828-27-3 4-Trifluoromethoxyphenol 
• 330-12-1 4-trifluoromethoxybenzoic acid 
• 87750-51-4 1-(methylsulfonyl)-4-(trifluoromethoxy)benzene 
• 2402-62-2 N,N-dimethyl-4-(trifluoromethoxy) aniline 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 56465-82-8 C₁₁H₁₁F₃O₂ 
• 659-28-9 p-trifluoromethoxybenzaldehyde 
• 461-81-4 1-chloro-4-(trifluoromethoxy)benzene 
• 2070902-77-9 trifluoromethyl 4-fluorobenzene-1-sulfonate 

Downstream Products

• 80258-33-9 1-(trifluoromethoxy)-4-(trifluoromethyl)benzene 
• 1379615-51-6 1-(5-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)-propan-1-one 
• 1379615-30-1 7-methoxy-3-methyl-2-(5-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one 
• 238431-33-9 (1R,2S)-2-(4-(trifluoromethoxy)phenyl)cyclopropane-1-carboxylic acid 
• 828-27-3 4-Trifluoromethoxyphenol 
• 1440059-09-5 C₁₄H₁₁F₃O₂ 

Relevant articles and documents

Photochemical and electrochemical C-N borylation of arylhydrazines

The C-N borylation of arylhydrazine hydrochlorides with bis(pinacolato)diboron was achieved under photochemical and electrochemical conditions, respectively. This novel and scalable transformation provides two efficient and mild transition-metal-free synt

Cu-mediated: vs. Cu-free selective borylation of aryl alkyl sulfones

A Cu-catalysed borylation of aryl alkyl sulfones was developed for the high yield synthesis of versatile arylboronic esters using a readily prepared NHC-Cu catalyst. In addition, the selective cleavage of either alkyl(C)-sulfonyl or aryl(C)-sulfonyl bonds

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.