1010689-64-1

Basic information

• Product Name: 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1010689-64-1
• Molecular Weight: 280.122
• Mol File: 1010689-64-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1010689-64-1)
• EPA Substance Registry System: 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1010689-64-1)

Safety Data

• Hazardous Substances Data: 1010689-64-1(Hazardous Substances Data)

Usage

General Description

2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound with the molecular formula C15H19BF2O2. It is a boronic acid derivative with a cyclopropyl and phenyl group attached to a boron atom. 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is used in organic synthesis as a versatile building block for the preparation of pharmaceuticals, agrochemicals, and materials. It is also an important reagent in Suzuki-Miyaura cross-coupling reactions, which are widely used in the formation of carbon-carbon bonds in organic molecules. 2-(2,2-difluoro-1-phenylcyclopropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is known for its stability and compatibility with a wide range of functional groups, making it a valuable tool in chemical research and synthesis.

Upstream product

• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 143825-84-7 4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane 
• 1895-39-2 sodium chlorodifluoroacetate 

Downstream Products

• 1010689-71-0 2-(2,2-difluoro-1-phenylcyclopropyl)methyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1010689-75-4 2-[1-(2,2-difluoro-1-phenylcyclopropyl)allyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

An improved method for difluorocyclopropanation of alkenes

Difluorocyclopropanation of alkenes using fluorinated acetate salts using convential heating is often a slow, inefficient, and energy-intensive process. We report here a modified protocol which enables the rapid (5 min) preparation of 1,1-difluorocyclopropanes, using microwave irradiation. The new procedure is not only considerably faster than previously reported methods, but it also employs easily removed, low boiling-point solvents and avoids the use of highly toxic or ozone-depleting substances. Georg Thieme Verlag Stuttgart. New York.

METHOD FOR PRODUCING DIFLUOROCYCLOPROPANE COMPOUND

Provided is a method for producing a difluorocyclopropane compound under milder reaction conditions and with high selectivity and high yield. The method for producing a difluorocyclopropane compound of the present invention is characterized by using sodium bromodifluoroacetate as a difluorocyclopropanation agent. With the disclosed method, a difluorocyclopropane compound can be produced under milder reaction conditions and with a higher conversion rate and a higher yield compared to conventional art. Further, by-products can be reduced significantly, thus allowing waste to be greatly reduced. Accordingly, the production method of the present invention is easy to implement industrially (can be employed on an industrial scale) and is thus extremely practical and useful.

Boron-substituted difluorocyclopropanes: New building blocks of gem-difluorocyclopropanes

Cycloaddition of difluorocarbene to alkenyl boronates 3 gave boron-substituted gem-difluorocyclopropanes 2 in stereospecific fashion. Upon treatment with lithium carbenoids, cyclopropyl boronates 2 underwent one-carbon homologation to afford a variety of gem-difluorocyclopropanes in good yields.