372193-58-3

Basic information

• Product Name: 2-ALLYLPHENYL BORONIC ACID
• Synonyms: 2-ALLYLPHENYL BORONIC ACID
• CAS NO: 372193-58-3
• Molecular Formula: C₉H₁₁BO₂
• Molecular Weight: 161.99344
• EINECS: -0
• Mol File: 372193-58-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-ALLYLPHENYL BORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ALLYLPHENYL BORONIC ACID(372193-58-3)
• EPA Substance Registry System: 2-ALLYLPHENYL BORONIC ACID(372193-58-3)

Safety Data

• Hazardous Substances Data: 372193-58-3(Hazardous Substances Data)

Usage

Properties

Boronic acid derivative containing an allyl group and a phenyl ring

Uses

Commonly used as a reagent in organic chemistry for various synthetic transformations, especially in the formation of carbon-carbon bonds

Ability

Known for its ability to form stable complexes with a wide range of substrates

Applications

Used in the development of pharmaceuticals, agrochemicals, and materials science for its versatile reactivity and potential for creating unique structures

Upstream product

• 857934-92-0 4,4,5,5-tetramethyl-2-[2-(2-propenyl)phenyl]-1,3,2-dioxaborolane 
• 890053-90-4 dimethyl 2-allylphenylboronate 
• 42918-20-7 1-allyl-2-bromobenzene 
• 5419-55-6 Triisopropyl borate 

Relevant articles and documents

Meta-Selective C-H Borylation of Benzamides and Pyridines by an Iridium-Lewis Acid Bifunctional Catalyst

We report herein the iridium-catalyzed meta-selective C-H borylation of benzamides by using a newly designed 2,2′-bipyridine (bpy) ligand bearing an alkylaluminum biphenoxide moiety. We also demonstrate the iridium-catalyzed C3-selective C-H borylation of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane moiety. It is proposed that the Lewis acid-base interaction between the Lewis acid moiety and the aminocarbonyl group or the sp2-hybridized nitrogen atom accelerates the reaction and controls the site-selectivity.

Bromo-boronolactonization of olefins

Exposure of a variety of mono- and disubstituted ortho-alkenylarylboronic acids to NBS in THF/H2O under neutral conditions affords bromo-boronolactones, in some instances, with exceptional regiocontrol. The adducts, analogous to those formed by carboxylic acids, are shown to be useful synthetic intermediates.