460088-33-9

Basic information

• Product Name: Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-
• CAS NO: 460088-33-9
• Molecular Formula: C13H17BO3
• Molecular Weight: 232.087
• Mol File: 460088-33-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-(460088-33-9)
• EPA Substance Registry System: Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-(460088-33-9)

Safety Data

• Hazardous Substances Data: 460088-33-9(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]- is a chemical compound with the molecular formula C14H17BO3. It is a boronic ester derivative of acetophenone, with an additional boron atom attached to a five-membered dioxaborinane ring. Ethanone, 1-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]- is commonly used as a reagent in organic synthesis, particularly in the formation of carbon-carbon and carbon-oxygen bonds. It is also utilized in the production of pharmaceuticals, agrochemicals, and materials science, where its boron-containing structure is valuable for its unique reactivity and properties. Additionally, it has potential applications in the development of new chemical compounds and materials for various scientific and industrial purposes.

Upstream product

• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 149104-90-5 4-acetylphenylboronic acid 
• 99-90-1 para-bromoacetophenone 
• 99-91-2 para-chloroacetophenone 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 52916-82-2 4-(N,N-dimethylcarbamoyloxy)acetophenone 
• 99-93-4 4-Hydroxyacetophenone 
• 109613-00-5 4-acetophenyl triflate 

Downstream Products

• 150988-77-5 1-(4-(naphthalen-2-yl)phenyl)ethan-1-one 
• 13021-18-6 1-(4'-methoxy-biphenyl-4-yl)-ethanone 
• 53689-84-2 4-acetylbenzophenone 
• 256381-04-1 tert-butyl 4-(4-acetylphenyl)piperidine-1-carboxylate 
• 92-91-1 biphenyl-4-acetaldehyde 
• 1528-42-3 ethyl 4-acetylphenylacetate 
• 1426442-28-5 (S)-1-(4-(naphthalen-2-yl(phenyl)methyl)phenyl)ethanone 
• 1426442-27-4 (R)-1-(4-(naphthalen-2-yl(phenyl)methyl)phenyl)ethanone 
• 1354723-40-2 5-(4-acetylphenyl)-1-phenyl-3,4-nonadiene 
• 1173922-31-0 1-(4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethanol 

Relevant articles and documents

Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling

A cobalt-catalyzed method for the C(sp2)-C(sp3) Suzuki-Miyaura cross coupling of aryl boronic esters and alkyl bromides is described. Cobalt-ligand combinations were assayed with high-throughput experimentation, and cobalt(II) sources with trans-N,N′-dimethylcyclohexane-1,2-diamine (DMCyDA, L1) produced optimal yield and selectivity. The scope of this transformation encompassed steric and electronic diversity on the aryl boronate nucleophile as well as various levels of branching and synthetically valuable functionality on the electrophile. Radical trap experiments support the formation of electrophile-derived radicals during catalysis.

PROCESS FOR THE BORYLATION OF ORGANOHALIDES

The present invention relates to a process for the borylation of organohalides.

Borylation of organo halides and triflates using tetrakis(dimethylamino) diboron

We report a new in situ borylation method using tetrakis(dimethylamino) diboron, DMA4B2, in the presence of a diol. Our method uses standard borylation conditions and readily available Pd-catalysts. The scope of this method includes aryl halides and triflates as well as vinyl halides and triflates. The method successfully works with a broad range of diols, enabling the selection of the best boronic ester for subsequent Suzuki coupling.