156575-60-9

Basic information

• Product Name: 1,3,2-Benzodioxaborole, 2-(1-phenylethyl)-
• CAS NO: 156575-60-9
• Molecular Formula: C14H13BO2
• Molecular Weight: 224.067
• Mol File: 156575-60-9.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,3,2-Benzodioxaborole, 2-(1-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Benzodioxaborole, 2-(1-phenylethyl)-(156575-60-9)
• EPA Substance Registry System: 1,3,2-Benzodioxaborole, 2-(1-phenylethyl)-(156575-60-9)

Safety Data

• Hazardous Substances Data: 156575-60-9(Hazardous Substances Data)

Usage

Molar mass

203.03 g/mol

Type of compound

Boron-containing heterocyclic compound

Potential applications

Medicinal chemistry and drug development

Studied for

Anti-parasitic and antifungal properties

Promise as a drug candidate

Treatment of various diseases

Unique structure

Makes it a target for further research and development in pharmaceutical chemistry

Upstream product

• 100-42-5 styrene 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 24182-83-0 (E)-styryl(p-tolyl)sulfane 

Downstream Products

• 36479-97-7 (1,1-dichloro-2-propyl)benzene 
• 824-47-5 (1-chloropropan-2-yl)benzene 
• 147021-76-9 (1R,αR)-N-(1-phenylethyl)cyclohexanamine 
• 66399-53-9 (1S,αS)-N-(1-phenylethyl)cyclohexanamine 
• 62497-97-6 Diethyl-(1-phenyl-ethyl)-borane 
• 881886-27-7 dimethyl-(1-phenyl-ethyl)-borane 
• 257298-92-3 (R)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolane 

Relevant articles and documents

Catalytic asymmetric carbon-carbon bond forming reactions: Preparation of optically enriched 2-aryl propionic acids by a catalytic asymmetric hydroboration-homologation sequence

A new catalytic asymmetric one-carbon homologation strategy has been developed which employs a rhodium catalyzed asymmetric hydroboration followed by homologation with LiCHCl2 and oxidation to generate 2-arylpropionic acids of high enantiomeric purity.

Homologation Strategy for the Generation of 1-Chloroalkyl Radicals from Organoboranes

The generation of 1-bromo and 1-chloroalkyl radicals from organoboranes has been investigated. The direct approach involving the hydroboration of halogenated alkenes is impeded by partial dehalogenation taking place during the hydroboration process. An indirect method involving the generation of B-(1-chloroalkyl)catecholborane by homologation of B-alkylcatecholborane with dichloromethyllithium was developed. A reaction sequence involving a hydroboration reaction, a Matteson homologation, and a radical allylation process has been performed as a one-pot process that takes advantage of three different reactivities of organoboron species. Starting from styrene derivatives, it was possible to prepare B-(1-chloro-2-arylpropyl)catecholboranes that are excellent precursors to 1-chloro-2-arylpropyl radicals. A concise approach for the synthesis of an optically active α-methylene-γ-lactone from p-chlorostyrene has been developed on the basis of a two-step sequence involving an enantioselective hydroboration-homologation-cyclization reaction followed by a hydrolysis-lactonization process. (Chemical Equation Presented).

Gold(0) nanoparticles for selective catalytic diboration

Going with gold: Gold(0) nanoparticles stabilized with the diphosphine ligand binap mediate the catalytic diboration of styrene, resulting in complete formation of the bis(boronate)ester product. The gold(0) catalytic mechanism can involve base-assisted h