2156-04-9

Basic information

• Product Name: 4-VINYLPHENYLBORONIC ACID
• Synonyms: RARECHEM AH PB 0202;P-STYRYLBORONIC ACID;P-VINYLPHENYLBORONIC ACID;Styrene-4-boronic acid~4-Vinylphenylboronic acid;4-Vinylbenzeneboronicacid,98%;styrene-4-boronic acid;4-Vinylphenylbronic acid;4-VINYLBENZOICACID
• CAS NO: 2156-04-9
• Molecular Formula: C₈H₉BO₂
• Molecular Weight: 147.97
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Substituted Boronic Acids;Boronic acids;B (Classes of Boron Compounds);Boronic acid;Aryl;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 2156-04-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 190-193°C
• Boiling Point: 306.255 °C at 760 mmHg
• Flash Point: 139 °C
• Appearance: White to light beige/Crystalline Powder or Crystals
• Density: 1.09
• Vapor Pressure: 0.000341mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: Refrigerator (+4°C)
• PKA: 8.62±0.17(Predicted)
• Water Solubility: Soluble in ethanol, dimethylsulfoxide, tetrahydrofuran and diethyl ether. Slightly soluble in water.
• BRN: 2829387
• CAS DataBase Reference: 4-VINYLPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-VINYLPHENYLBORONIC ACID(2156-04-9)
• EPA Substance Registry System: 4-VINYLPHENYLBORONIC ACID(2156-04-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 2156-04-9(Hazardous Substances Data)

Usage

Chemical Properties

White light beige crystalline powder

Uses

Different sources of media describe the Uses of 2156-04-9 differently. You can refer to the following data:
1. suzuki reaction
2. 4-Vinylphenylboronic acid is commonly used in the synthesis of styrene-based organoboron polymers such as vinyl-oligo(fluorene) polymer and boronic ester based self-healing polymer. It can also be used as a precursor in the synthesis of aggregation induced emission (AIE) dye.

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

Upstream product

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

Downstream Products

• 1228365-00-1 C₂₈H₂₂O₂S 
• 1239023-63-2 C₂₇H₁₅F₁₇N₂O₄ 
• 1281994-94-2 C₆₀H₅₀N₄ 
• 1281994-99-7 C₅₆H₃₈Cl₂N₂ 
• 1281995-01-4 C₅₈H₃₈F₆N₂ 
• 1239024-14-6 C₈H₉NO 
• 1268386-98-6 C₁₅H₁₂BrNO 
• 1268390-18-6 C₁₅H₁₀BrNO 
• 1310486-77-1 C₁₅H₁₂ClNO 
• 1310486-78-2 C₁₆H₁₅NO 
• 1310486-92-0 2-(4-chlorophenyl)-5-vinylbenzo[d]oxazole 
• 1310486-93-1 2-p-tolyl-5-vinylbenzo[d]oxazole 

Relevant articles and documents

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.

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.

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