462636-88-0

Basic information

• Product Name: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE
• Synonyms: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE;4,4,5,5-tetramethyl-2-(2-phenylcyclohex-1-enyl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-diox;4,4,5,5-tetramethyl-2-(2-phenylcyclohexen-1-yl)-1,3,2-dioxaborolane
• CAS NO: 462636-88-0
• Molecular Formula: C18H25BO2
• Molecular Weight: 284.2
• Mol File: 462636-88-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(462636-88-0)
• EPA Substance Registry System: 4,4,5,5-TETRAMETHYL-2-(2-PHENYL-1-CYCLOHEXEN-1-YL)-1,3,2-DIOXABOROLANE(462636-88-0)

Safety Data

• Hazardous Substances Data: 462636-88-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,4,5,5-Tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane is used as a reactant in the stereoselective preparation of cyclic boronate derivatives. This application is crucial for the synthesis of pharmaceutical compounds, as it allows for the creation of specific stereoisomers that can have different biological activities and properties.
Used in Chemical Research:
In the field of chemical research, 4,4,5,5-Tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane serves as a versatile building block for the development of new organic compounds. Its unique structure and reactivity make it an attractive candidate for exploring novel reactions and mechanisms, potentially leading to the discovery of new chemical processes and products.
Used in Material Science:
4,4,5,5-Tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane can also be utilized in material science for the development of advanced materials with specific properties. Its incorporation into polymers or other materials could lead to new applications in areas such as electronics, coatings, or adhesives, where its unique structure and reactivity may provide advantages over existing materials.
Overall, 4,4,5,5-Tetramethyl-2-(2-phenyl-1-cyclohexen-1-yl)-1,3,2-dioxaborolane is a versatile and valuable compound with applications across various industries, including pharmaceuticals, chemical research, and material science. Its unique structure and reactivity make it an important tool for the synthesis of new compounds and the development of innovative materials and processes.

Upstream product

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 771-98-2 1-Phenylcyclohexene 
• 100-59-4 phenylmagnesium chloride 
• 108-94-1 cyclohexanone 
• 73183-34-3 bis(pinacol)diborane 
• 137058-15-2 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl trifluoromethanesulfonate 

Relevant articles and documents

Oxidation of Nonactivated Anilines to Generate N-Aryl Nitrenoids

A low-temperature, protecting-group-free oxidation of 2-substituted anilines has been developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to construct functionalized N-heterocycles. The exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol percent Sc(OTf)3 triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrate the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity, and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones.

I(III)-catalyzed oxidative cyclization - Migration tandem reactions of unactivated anilines

An I(III)-catalyzed oxidative cyclization-migration tandem reaction using Selectfluor as the oxidant was developed that converts unactivated anilines into 3H-indoles is reported herein. The reaction requires as little as 1 mol % of the iodocatalyst and is mild, tolerating pyridine and thiophene functional groups, and the dependence of the diastereoselectivity of the process on the identity of the iodoarene or iodoalkane precatalyst suggests that the catalyst is present for the stereochemical determining C-N bond forming step.

Preparation of alkylmagnesium reagents from alkenes through hydroboration and boron-magnesium exchange

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