2156-04-9

Usage

Uses

Used in Chemical Synthesis:
4-Vinylphenylboronic acid is used as a key intermediate in the synthesis of various organic compounds, particularly in the production of styrene-based organoboron polymers. Its ability to form stable carbon-boron bonds makes it a valuable component in the creation of these polymers.
Used in Polymer Industry:
In the polymer industry, 4-Vinylphenylboronic acid is used as a monomer for the production of vinyl-oligo(fluorene) polymer and boronic ester-based self-healing polymers. These polymers exhibit unique properties, such as self-healing capabilities, which can be beneficial in various applications, including coatings, adhesives, and electronic devices.
Used in Pharmaceutical Industry:
4-Vinylphenylboronic acid is used as a precursor in the synthesis of aggregation-induced emission (AIE) dyes. These dyes have potential applications in the development of new drugs, as they can be used to study the behavior of molecules in different environments, such as in the presence of proteins or other biological molecules.
Used in Suzuki Reaction:
4-Vinylphenylboronic acid is also commonly used in the Suzuki reaction, a widely employed method for the formation of carbon-carbon bonds in organic synthesis. The Suzuki reaction is particularly useful in the production of complex organic molecules, such as pharmaceuticals and agrochemicals, where the formation of specific carbon-carbon bonds is crucial.

InChI:InChI=1/C8H9BO2/c1-2-7-3-5-8(6-4-7)9(10)11/h2-6,10-11H,1H2

Upstream product

• 91113-71-2 tris(4-ethyl phenyl) boroxine 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 688-74-4 boric acid tributyl ester 
• 7439-95-4 magnesium 
• 42728-38-1 (4-(1,2-dibromoethyl)phenyl)boronic acid 
• 121-43-7 Trimethyl borate 
• 7459-73-6 (4-Vinylphenyl)magnesium chloride 
• 124112-23-8 {B(C₆H₄-4-CHBrCH₃)O}3 
• 1073-67-2 4-vinylbenzyl chloride 

Downstream Products

• 142013-51-2 O,O'-(4-vinyl-phenylboranediyl)-L_g-tartaric acid diethyl ester 
• 51889-30-6 p-vinylphenylboronic diethanolamine ester 
• 55032-30-9 (R)-2-(4-vinyl-phenyl)-[1,3,2]dioxaborolane-4-carboxylic acid octyl ester 
• 2351-50-0 4-iodostyrene 
• 609848-08-0 4'-{N-(biphenyl-4-yl)-N-[4-(phenylazo)phenyl]amino}-4-vinylbiphenyl 
• 4433-13-0 4,4'-divinyl-biphenyl 
• 676593-23-0 5,5-dimethyl-2-(4-ethenylphenyl)-1,3,2-dioxaborinane 
• 97410-25-8 1-(methylsulfonyl)-4-vinyl-benzene 
• 870004-04-9 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)styrene 
• 213381-69-2 2-methyl-7-(4-vinylphenyl)-1-indanone 
• 214141-57-8 triphenyl(4-vinylphenyl)bismuthonium tetrafluoroborate 

Relevant academic research and scientific papers

Styrylboronic Acid

Styrylboronic acid, C8H9BO2, was one of several organoboron compounds investigated for their woodpreservation properties following in situ polymerization.The structure consists of independent monomeric molecules bound together by strong hydrogen bonds (B-O-H...O).The planes of the styryl and boronic acid moieties are twisted by 26(1) deg with respect to each other, apparently as a result of the hydrogen-bonding requirements.onance interaction with the thioester groups.

Superacidic porous polymer catalyst and its application in esterification of carboxylic acid

Two solid acid catalysts, SAC1 and SAC2, with porous structure obtained from mesoporous hard template were synthesized and characterized by Fourier transform infrared spectroscopy, acid-base titration, nitrogen adsorption/desorption, scanning electron mic

Hantzsch Ester as a Photosensitizer for the Visible-Light-Induced Debromination of Vicinal Dibromo Compounds

The debromination of vicinal dibromo compounds to generate alkenes usually requires harsh reaction conditions and the addition of catalysts. Just recently the visible-light-induced debromination of vicinal dibromo compounds emerged as a possible alternative to commonly used methods, but the substrate scope of this reaction is limited and a photocatalyst is necessary for the successful conversion of the starting compounds. A catalyst-free visible-light-induced debromination of vicinal dibromo compounds with a base-activated Hantzsch ester as photosensitizer is reported. The method has a wide substrate scope and a broad functional-group compatibility.

Room-temperature self-healing polymers based on dynamic-covalent boronic esters

Cross-linked polymers constructed with dynamic-covalent boronic esters were synthesized via photoinitiated radical thiol-ene click chemistry. Because the reversibility of the boronic ester cross-links was readily accessible, the resulting materials were capable of undergoing bond exchange to covalently mend after failure. The reversible bonds of the boronic esters were shown to shift their exchange equilibrium at room temperature when exposed to water. Nevertheless, the materials were observed to be stable and hydrophobic and absorbed only minor amounts of water over extended periods of time when submerged in water or exposed to humid environments. The facile reversibility of the networks allowed intrinsic self-healing under ambient conditions. Highly efficient self-healing of these bulk materials was confirmed by mechanical testing, even after subjecting a single site to multiple cut-repair cycles. Several variables were considered for their effect on materials properties and healing, including cross-link density, humidity, and healing time.

Systematic investigation of ligand substitution effects in cyclophane-based nickel(II) and palladium(II) olefin polymerization catalysts

The synthesis of Ni(II) and Pd(II) cyclophane-based α-diimine olefin polymerization catalysts bearing a range of electron-donating or -withdrawing groups is described. Substituent effects were confirmed by measurement of CO infrared stretching frequencies

Gels and multilayer surface structures from boronic acid containing polymers

Boronic acid containing polymers are used to form bioinert gels and multilayer surface structures. These polymers form crosslinked hydrogels, which are highly swollen in water. The crosslinking can either be chemical or physical. Water soluble polymers containing boronic acid groups, such as phenylboronic acid (PBA), can be physically crosslinked by mixing the polymers in water with other polymers containing hydroxyls or carboxylic acids. Alternatively, surfaces can be treated by stepwise incubation with a solution of the boronic acid containing polymer, followed by incubation with a solution of a diol or carboxylic acid containing polymer. Many successive layers can be generated, increasing the thickness of the formed structure at each step. The bioinert gel or surface coating can be used for passivating the surfaces of medical implants (especially those based on transplanted tissue), or for passivating the surfaces of tissues in situ, decreasing the incidence or severity of such pathologic conditions as the formation of post-surgical adhesions, and thrombosis following angioplasty.