5747-23-9

Basic information

• Product Name: 2-PHENYL-1,3,2-BENZODIOXABOROLE
• Synonyms: DAIKIN MEC-101;2-PHENYL-1,3,2-BENZODIOXABOROLE;benzeneboronicacid,o-phenyleneester;o-phenylenebenzeneboronate;NSC 54020;2-phenylbenzo[d][1,3,2]dioxaborole;Benzeneboronicacid,catecholester
• CAS NO: 5747-23-9
• Molecular Formula: C₁₂H₉BO₂
• Molecular Weight: 196.01
• Mol File: 5747-23-9.mol
• Article Data: 30

Chemical Properties

• Melting Point: 114 °C
• Boiling Point: 124℃ (0.4 Torr)
• Flash Point: 126 °C
• Appearance: /
• Density: 1.26 g/cm3
• Vapor Pressure: 0.00503mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 2-PHENYL-1,3,2-BENZODIOXABOROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1,3,2-BENZODIOXABOROLE(5747-23-9)
• EPA Substance Registry System: 2-PHENYL-1,3,2-BENZODIOXABOROLE(5747-23-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 5747-23-9(Hazardous Substances Data)

Usage

Description

2-PHENYL-1,3,2-BENZODIOXABOROLE, a boron-containing organic compound with the molecular formula C13H11BO3, belongs to the class of benzodioxaboroles. This chemical compound has demonstrated promising potential as a pharmaceutical agent, with its effectiveness in treating various conditions such as malaria and other parasitic infections. Furthermore, it has been found to possess anti-inflammatory properties, making it a valuable drug candidate for the treatment of inflammatory and autoimmune diseases. Its unique structure and versatile biological activities have garnered interest for further research and development in medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
2-PHENYL-1,3,2-BENZODIOXABOROLE is used as a pharmaceutical agent for its effectiveness in treating various conditions such as malaria and other parasitic infections. Its unique structure and biological activities make it a promising candidate for the development of new drugs to combat these diseases.
Used in Anti-inflammatory Applications:
2-PHENYL-1,3,2-BENZODIOXABOROLE is used as an anti-inflammatory agent due to its potential to treat inflammatory and autoimmune diseases. Its anti-inflammatory properties make it a valuable drug candidate for further research and development in the field of medicinal chemistry.
Used in Medicinal Chemistry Research:
2-PHENYL-1,3,2-BENZODIOXABOROLE is used as a compound of interest in medicinal chemistry research for its unique structure and versatile biological activities. Its potential applications in treating various conditions and diseases make it a promising candidate for the development of new drugs and therapeutic agents.

InChI:InChI=1/C12H9BO2/c1-2-6-10(7-3-1)13-14-11-8-4-5-9-12(11)15-13/h1-9H

Upstream product

• 274-07-7 benzo[1,3,2]dioxaborole 
• 71-43-2 benzene 
• 198148-79-7 [Ru(Ph)(CO)(P(t)Bu₂Me)2](B(3,5-trifluoromethyl phenyl)4) 
• 198148-77-5 Ru(Ph)OTf(CO)(P(t)Bu₂Me)2 
• 172266-60-3 (CO)5Re(BO₂C₆H₄) 
• 172266-59-0 (CO)5Mn(BO₂C₆H₄) 
• 108-86-1 bromobenzene 
• 768-32-1 trimethylphenylsilane 
• 51901-85-0 bromocatecholborane 
• 55718-76-8 2-chloro-1,3,2-benzodioxaborole 
• 14005-14-2 2,2-dimethyl-1,3-benzodioxole 
• 98-80-6 phenylboronic acid 
• 13859-41-1 sodium pentacarbonyl manganate 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 220616-20-6 1,4-diphenylpiperidine 
• 948-97-0 2,3-diphenyl-1-propene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 92-52-4 biphenyl 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 300-57-2 allylbenzene 
• 92-91-1 biphenyl-4-acetaldehyde 
• 62787-21-7 3,5-di-tert-butylphenyl phenyl ether 
• 613-37-6 4-methoxylbiphenyl 
• 7374-34-7 4-methyl-[1,1'-biphenyl]-2-ol 
• 108-39-4 3-methyl-phenol 
• 16434-97-2 5-bromo-[1,1′-biphenyl]-2-ol 
• 120-80-9 benzene-1,2-diol 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Lewis acid-catalysed formation of two-dimensional phthalocyanine covalent organic frameworks

Covalent organic frameworks (COFs) offer a new strategy for assembling organic semiconductors into robust networks with atomic precision and long-range order. General methods for COF synthesis will allow complex building blocks to be incorporated into these emerging materials. Here we report a new Lewis acid-catalysed protocol to form boronate esters directly from protected catechols and arylboronic acids. This transformation also provides crystalline boronate ester-linked COFs from protected polyfunctional catechols and bis(boronic acids). Using this method, we prepared a new COF that features a square lattice composed of phthalocyanine macrocycles joined by phenylene bis(boronic acid) linkers. The phthalocyanines stack in an eclipsed fashion within the COF to form 2.3 n pores that run parallel to the stacked chromophores. The material's broad absorbance over the solar spectrum, potential for efficient charge transport through the stacked phthalocyanines, good thermal stability and the modular nature of COF synthesis, show strong promise for applications in organic photovoltaic devices.

Activation of Aryl Carboxylic Acids by Diboron Reagents towards Nickel-Catalyzed Direct Decarbonylative Borylation

The Ni-catalyzed decarbonylative borylation of (hetero)aryl carboxylic acids with B2cat2 has been achieved without recourse to any additives. This Ni-catalyzed method exhibits a broad substrate scope covering poorly reactive non-ortho-substituted (hetero)aryl carboxylic acids, and tolerates diverse functional groups including some of the groups active to Ni0 catalysts. The key to achieve this decarbonylative borylation reaction is the choice of B2cat2 as a coupling partner that not only acts as a borylating reagent, but also chemoselectively activates aryl carboxylic acids towards oxidative addition of their C(acyl)?O bond to Ni0 catalyst via the formation of acyloxyboron compounds. A combination of experimental and computational studies reveals a detailed plausible mechanism for this reaction system, which involves a hitherto unknown concerted decarbonylation and reductive elimination step that generates the aryl boronic ester product. This mode of boron-promoted carboxylic acid activation is also applicable to other types of reactions.

Electronic Spectroscopy of 2-Phenyl-1,3,2-benzodioxaborole and Its Derivatives: Important Building Blocks of Covalent Organic Frameworks

Aryl boronate esters, such as 2-phenyl-1,3,2-benzodioxaborole (1), are important components in the formation of a variety of covalent organic frameworks. The addition of substituents on the aromatic rings of aryl boronate esters has the potential to modif