1075719-78-6

Basic information

• Product Name: 3,4-Dibromophenylboronic acid,pinacol ester
• Synonyms: 3,4-Dibromophenylboronic acid,pinacol ester;2-(3,4-Dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1075719-78-6
• Molecular Formula: C₁₂H₁₅BBr₂O₂
• Molecular Weight: 361.87
• Mol File: 1075719-78-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane; Ethyl Acetate; Tetrahydrofuran
• CAS DataBase Reference: 3,4-Dibromophenylboronic acid,pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dibromophenylboronic acid,pinacol ester(1075719-78-6)
• EPA Substance Registry System: 3,4-Dibromophenylboronic acid,pinacol ester(1075719-78-6)

Safety Data

• Hazardous Substances Data: 1075719-78-6(Hazardous Substances Data)

Usage

Uses

3,4-Dibromophenylboronic acid, pinacol ester

Upstream product

• 745783-97-5 triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 583-53-9 2,3-dibromobenzene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 909072-74-8 1,2-dibromo-4-iodobenzene 
• 615-55-4 3,4-dibromoaniline 
• 591-19-5 m-Bromoaniline 
• 73183-34-3 bis(pinacol)diborane 

Downstream Products

• 851883-08-4 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzene-1,2-diamine 
• 77102-82-0 3,3',4,4'-tetrabromo-1,1'-biphenyl 
• 5411-50-7 3,4-dibromonitrobenzene 

Relevant articles and documents

NNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C–H borylation

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. In this paper, NNB-type boryl anions were designed as tridentate ligands to promote aryl C–H borylation. In combination with [IrCl(COD)]2/su

Sterically controlled C-H/C-H homocoupling of arenes: Via C-H borylation

A mild one-pot protocol for the synthesis of symmetrical biaryls by sequential Ir-catalyzed C-H borylation and Cu-catalyzed homocoupling of arenes is described. The regiochemistry of the biaryl formed is sterically controlled as dictated by the C-H borylation step. The methodology is also successfully extended to heteroarenes. Some of the products obtained by this approach are impossible to obtain via the Ullmann or the Suzuki coupling protocols. Finally, we have shown a one-pot sequence describing C-H borylation/Cu-catalyzed homocoupling/Pd-catalyzed Suzuki coupling to obtain π-extended arene frameworks.

A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuRF]

A versatile method for the synthesis of aryl perfluoroalkanes from arenes and aryl bromides is described. Substituted arenes or aryl bromides are converted in situ to an aryl boronate ester that readily undergoes perfluoroalkylation in air with [(phen)CuRF]. A broad range of aryl bromide substrates were perfluoroalkylated in good yield for the first time. [(phen)CuCF3] is now commercially available and has been prepared on 20g scale. Copyright