475250-43-2

Basic information

• Product Name: 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile
• Synonyms: 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile;(4-CYANOBENZYL)BORONIC ACID PINACOL ESTER
• CAS NO: 475250-43-2
• Molecular Formula: C14H18BNO2
• Molecular Weight: 243.10922
• Mol File: 475250-43-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile(475250-43-2)
• EPA Substance Registry System: 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile(475250-43-2)

Safety Data

• Hazardous Substances Data: 475250-43-2(Hazardous Substances Data)

Usage

General Description

4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is a chemical compound with the molecular formula C15H19BO2N. It is a boronic ester derivative with a benzene ring and a nitrile group. 4-((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)Methyl)benzonitrile is used in organic synthesis as a building block for creating various biologically active molecules, pharmaceuticals, agrochemicals, and materials. It can also serve as a reagent in cross-coupling reactions to form carbon-carbon bonds, making it a versatile and valuable compound in chemical research and development. Additionally, it is known for its potential applications in fluorescent materials and organic light-emitting diodes (OLEDs) due to its unique chemical structure and properties.

Upstream product

• 17201-43-3 4-cyanobenzyl bromide 
• 73183-34-3 bis(pinacol)diborane 
• 874-86-2 4-cyanobenzyl chloride 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Relevant articles and documents

Photochemical Radical C–H Halogenation of Benzyl N-Methyliminodiacetyl (MIDA) Boronates: Synthesis of α-Functionalized Alkyl Boronates

α-Haloboronates are useful organic synthons that can be converted to a diverse array of α-substituted alkyl borons. Methods to α-haloboronates are limiting and often suffer from harsh reaction conditions. Reported herein is a photochemical radical C-H halogenation of benzyl N-methyliminodiacetyl (MIDA) boronates. Fluorination, chlorination, and bromination reactions were effective by using this protocol. Upon reaction with different nucleophiles, the C?Br bond in the brominated product could be readily transformed to a series of C?C, C?O, C?N, C?S, C?P, and C?I bonds, some of which are difficult to forge with α-halo sp2-B boronate esters. An activation effect of B(MIDA) moiety was found.

Nucleophilic borylation of benzyl halides with bis(pinacolato)diboron catalyzed by palladium(0) complexes

Nucleophilic borylation of benzyl halides with bis(pinacolato)diboron in the presence of KOAc in toluene was effectively catalyzed by a palladium complex generated in situ from Pd(dba)2 and (4-MeOC6H4)3P, giving the corresponding pinacol benzylboronates in high yields.