156575-59-6

Basic information

• Product Name: 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-
• CAS NO: 156575-59-6
• Molecular Formula: C14H13BO2
• Molecular Weight: 224.067
• Mol File: 156575-59-6.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-(156575-59-6)
• EPA Substance Registry System: 1,3,2-Benzodioxaborole, 2-(2-phenylethyl)-(156575-59-6)

Safety Data

• Hazardous Substances Data: 156575-59-6(Hazardous Substances Data)

Upstream product

• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 100-42-5 styrene 
• 72035-41-7 2-methoxybenzo[d][1,3,2]dioxaborole 
• 165904-22-3 4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 17376-04-4 2-phenethyl iodide 
• 536-74-3 phenylacetylene 
• 24182-83-0 (E)-styryl(p-tolyl)sulfane 

Downstream Products

• 60-12-8 2-phenylethanol 
• 112947-62-3 3-phenyl-1-(trimethylsilyl)propan-1-ol 
• 122-97-4 3-Phenyl-1-propanol 
• 165904-22-3 4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane 
• 676593-26-3 5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate 
• 2344-70-9 (R)-4-phenyl-2-butanol 
• 2344-70-9 (+)-(S)-4-phenylbutan-2-ol 
• 71747-37-0 (S)-1-phenylpentan-3-ol 
• 105836-17-7 (R)-1-phenyl-3-pentanol 
• 1142-22-9 (E)-1,4-diphenylbut-2-ene 
• 17486-86-1 1,5-diphenylpentan-3-ol 
• 935662-26-3 (R)-2-(2-benzyl-4-phenyl-1-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 935662-22-9 (S)-2-(2-benzyl-4-phenyl-1-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 935662-30-9 (R)-2-(1,4-diphenyl-2-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

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

A General Approach to Deboronative Radical Chain Reactions with Pinacol Alkylboronic Esters

The generation of carbon-centered radicals from air-sensitive organoboron compounds through nucleohomolytic substitution at boron is a general method to generate non-functionalized and functionalized radicals. Due to their reduced Lewis acidity, alkylboronic pinacol esters are not suitable substrates. We report their in situ conversion into alkylboronic catechol esters by boron-transesterification with a substoichiometric amount of catechol methyl borate combined with an array of radical chain processes. This simple one-pot radical-chain deboronative method enables the conversion of pinacol boronic esters into iodides, bromides, chlorides, and thioethers. The process is also suitable the formation of nitriles and allylated compounds through C?C bond formation using sulfonyl radical traps. The power of combining radical and classical boron chemistry is illustrated with a modular 5-membered ring formation using a combination of three-component coupling and protodeboronative cyclization.

Metal-Free Radical Borylation of Alkyl and Aryl Iodides

A metal-free radical borylation of alkyl and aryl iodides with bis(catecholato)diboron (B2cat2) as the boron source under mild conditions is introduced. The borylation reaction is operationally easy to conduct and shows high functional group tolerance and broad substrate scope. Radical clock experiments and density functional theory calculations provide insights into the mechanism and rate constants for C-radical borylation with B2cat2 are disclosed.