911708-01-5

Basic information

• Product Name: 4-Benzylbenzeneboronic acid pinacol ester, 97%
• Synonyms: 4-Benzylbenzeneboronic acid pinacol ester, 97%;2-(4-Benzylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Benzylphenylboronic acid pinacol ester
• CAS NO: 911708-01-5
• Molecular Formula: C19H23BO2
• Molecular Weight: 294.2
• Mol File: 911708-01-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 90-93°C
• Appearance: White/Crystalline Powder
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Benzylbenzeneboronic acid pinacol ester, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzylbenzeneboronic acid pinacol ester, 97%(911708-01-5)
• EPA Substance Registry System: 4-Benzylbenzeneboronic acid pinacol ester, 97%(911708-01-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 911708-01-5(Hazardous Substances Data)

Usage

Uses

4-Benzylphenylboronic acid pinacol ester

Upstream product

• 911707-70-5 C₁₅H₁₉BCl₃NO₃ 
• 71-43-2 benzene 
• 28144-70-9 anthranilic acid amide 
• 68716-49-4 p-bromophenylboronic acid pinacol ester 
• 101-81-5 Diphenylmethane 
• 73183-34-3 bis(pinacol)diborane 
• 587-79-1 4-fluorodiphenylmethane 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 329685-39-4 trifluoromethanesulfonic acid 4-benzylphenyl ester 
• 73852-88-7 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 302348-51-2 (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol 

Downstream Products

• 1613415-64-7 (R)-4-(4-benzylphenyl)-4-methyl-1,2,3-oxathiazolidine 2,2-dioxide 

Relevant articles and documents

Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Para-selective borylation of monosubstituted benzenes using a transient mediator

Herein, we conceptualized a transient mediator approach that has the capability of para-selective C-H functionalization of monosubstituted aromatics. This approach is enabled by in situ generation of a versatile sulfonium salt via highly electrophilic phenoxathiine or thianthrene dication intermediate which can be readily generated from its sulfoxide with trifluoromethanesulfonic anhydride. Preliminary mechanistic study implied that the remarkable para selectivity might be related to the incredible electrophilicity of thianthrene dication intermediate. The versatility of this approach was demonstrated via para-borylation of various monosubstituted simple aromatics combining the sulfonium salt formation with further photocatalyzed transformation.

LiHMDS-Promoted Palladium or Iron-Catalyzed ipso-Defluoroborylation of Aryl Fluorides

A novel and efficient method for the synthesis of arylboronic acid pinacol esters via a palladium- or iron-catalyzed cross-coupling reaction of aryl fluorides with bis(pinacolato)diboron (B2pin2) in the presence of LiHMDS was developed. The Pd-catalyzed defluoroborylation of fluoroarenes is compatible with a variety of functional groups such as primary and secondary amine, ketone, trifluoromethyl, alkoxy, and boryl. Remarkably, no external ligand is required for enhanced conversion efficiency.