1257661-30-5

Basic information

• Product Name: 2-(2-(4-chlorophenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2-(4-chlorophenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1257661-30-5
• Molecular Weight: 294.629
• Mol File: 1257661-30-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(2-(4-chlorophenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-(4-chlorophenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1257661-30-5)
• EPA Substance Registry System: 2-(2-(4-chlorophenyl)butan-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1257661-30-5)

Safety Data

• Hazardous Substances Data: 1257661-30-5(Hazardous Substances Data)

Upstream product

• 82954-89-0 ethylboronic acid pinacol ester 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 

Downstream Products

• 36383-14-9 1-(sec-butyl)-4-chlorobenzene 

Relevant articles and documents

Hydrogen Atom Transfer Induced Boron Retaining Coupling of Organoboronic Esters and Organolithium Reagents

α-Functionalization of alkyl boronic esters and homologation of aryl boronic esters by regioselective radical C(sp3)-H activation in boron-ate complexes is reported. Reaction of commercial or readily accessed aryl boronic acid pinacol esters with alkyl lithium reagents provides boron-ate complexes. Selective α-C-H abstraction by in situ generated trifluoromethyl radicals leads to radical anions that undergo electron transfer oxidation followed by 1,2-aryl/alkyl migration from boron to carbon to give the α-arylated/alkylated alkyl boronic esters. The valuable boronic ester functionality remains in the products and the cheap trifluoromethyl iodide acts as the oxidant in these C-C couplings. The 1,2-alkyl migration from boron to carbon is highly stereospecific allowing access to stereoisomerically pure boronic esters.