15016-42-9

Basic information

• Product Name: 2-VINYLPHENYLBORONIC ACID
• Synonyms: AKOS BRN-0141;2-BORONOSTYRENE;2-VINYLPHENYLBORONIC ACID;2-VINYLBENZENEBORONIC ACID;RARECHEM AH PB 0210;styrene-2-boronic acid;2-Vinylphenylboronic Acid (contains varying amounts of Anhydride)
• CAS NO: 15016-42-9
• Molecular Formula: C₈H₉BO₂
• Molecular Weight: 147.97
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic acids;Boronic acid
• Mol File: 15016-42-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 105-107°C
• Boiling Point: 313.7 °C at 760 mmHg
• Flash Point: 143.5 °C
• Appearance: /
• Density: 1.09 g/cm³
• Vapor Pressure: 0.000208mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 8.53±0.58(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 3030430
• CAS DataBase Reference: 2-VINYLPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-VINYLPHENYLBORONIC ACID(15016-42-9)
• EPA Substance Registry System: 2-VINYLPHENYLBORONIC ACID(15016-42-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-41
• Safety Statements: 26-36-37/39-39
• RIDADR: UN2811
• Hazardous Substances Data: 15016-42-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 15016-42-9 differently. You can refer to the following data:
1. suzuki reaction
2. 2-Vinylbenzeneboronic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields. It is also used in Suzuki reaction.

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

Upstream product

• 910242-00-1 4,4,5,5-tetramethyl-2-(2-vinylphenyl)-1,3,2-dioxaborolane 
• 5419-55-6 Triisopropyl borate 
• 2039-88-5 2-bromostyrene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 121-43-7 Trimethyl borate 
• 7732-18-5 water 
• 688-74-4 boric acid tributyl ester 
• 107600-88-4 {(C₆H₄-2-CHBrCH₃)O}3 

Downstream Products

• 1083-56-3 1,4-diphenylbutane 
• 72197-20-7 2-vinyl-bibenzyl 
• 832-64-4 4-methylphenanthrene 
• 15638-06-9 4-methoxyphenanthren 
• 82064-15-1 4-Nitrophenanthrene 
• 18266-47-2 phenanthrene-4-carboxylic acid methyl ester 
• 914498-05-8 methyl 6-cyclohexyl-5-(2-vinylphenyl)-4H-thieno[3,2-b]pyrrole-2-carboxylate 
• 1073629-73-8 6-{[5-(4-methoxyphenyl)-6-(2-vinylphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester 
• 1073629-82-9 6-{[5-(4-methoxyphenyl)-6-(2-vinylphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid 
• 1279109-73-7 3-formyl-2-(2-vinylphenyl)pyridine 
• 1279109-75-9 CF₃O₃S^(1-)*C₁₆H₁₅ClNO⁽¹⁺⁾ 
• 205-99-2 benzo[e]acephenanthrylene 
• 85-01-8 phenanthrene 

Relevant articles and documents

A Sequential Pd-AAA/Cross-Metathesis/Cope Rearrangement Strategy for the Stereoselective Synthesis of Chiral Butenolides

A practical and highly enantio- (up to 94:6 er) and diastereoselective (up to >20:1 dr) synthesis of I-butenolides bearing two adjacent stereogenic centers is reported featuring a sequential direct palladium-catalyzed asymmetric allylic alkylation/(E)-selective cross-metathesis/[3,3]-sigmatropic Cope rearrangement from readily available α-substituted (5H)-furan-2-ones.

Stereoselective Synthesis of Exocyclic Tetrasubstituted Vinyl Halides via Ru-Catalyzed Halotropic Cycloisomerization of 1,6-Haloenynes

Herein, a ruthenium-catalyzed cycloisomerization that transforms 1,6-haloenynes into 5-membered carbo- and heterocycles that bear exocyclic, stereodefined, tetrasubstituted vinyl halides is reported. The reaction is insensitive to air and water, tolerates a variety of functional groups, and proceeds with good to excellent stereoselectivity and yield.

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.