TRANS-2-(4-METHYLPHENYL)VINYLBORONIC AC&

Base Information

• Chemical Name: TRANS-2-(4-METHYLPHENYL)VINYLBORONIC AC&
• CAS No.: 72316-17-7
• Molecular Formula: C9H11 B O2
• Molecular Weight: 161.996
• Hs Code.: 2931900090
• Mol file: 72316-17-7.mol

Synonyms:Boronicacid, [(1E)-2-(4-methylphenyl)ethenyl]- (9CI); Boronic acid,[2-(4-methylphenyl)ethenyl]-, (E)-; ((E)-2-(4-Methylphenyl)ethenyl)boronic acid

Chemical Property of TRANS-2-(4-METHYLPHENYL)VINYLBORONIC AC&

Chemical Property:

• Vapor Pressure: 6.43E-05mmHg at 25°C
• Melting Point: 169-175 °C(lit.)
• Refractive Index: 1.578
• Boiling Point: 330.9°C at 760 mmHg
• Flash Point: 154°C
• PSA: 40.46000
• Density: 1.1g/cm³
• LogP: 1.02020
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

trans-2-(4-Methylphenyl)vinylboronic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-2-(4-METHYLPHENYL)VINYLBORONIC AC&

There total 7 articles about TRANS-2-(4-METHYLPHENYL)VINYLBORONIC AC& which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-n-methylphenylacetylene (766-97-2) → (E)-2-(4-methylphenyl)ethenylboronic acid (72316-17-7)

Guidance literature:

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmcl.2005.03.098

Reference yield: 48.0%

4-n-methylphenylacetylene (766-97-2) + benzo[1,3,2]dioxaborole (274-07-7) → (E)-2-(4-methylphenyl)ethenylboronic acid (72316-17-7)

Guidance literature:

4-n-methylphenylacetylene; benzo[1,3,2]dioxaborole; In tetrahydrofuran; for 18h; Reflux;

With water; at 20 ℃; for 4h;

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + C9H9BrMg → (E)-2-(4-methylphenyl)ethenylboronic acid (72316-17-7)

Guidance literature:

C₉H₉BrMg; With lithium chloride; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; diethyl ether; at 20 ℃; Inert atmosphere;

DOI:10.3390/molecules26061615

upstream raw materials:

4-n-methylphenylacetylene

CH₃C₆H₄CHCHB(O₂C₆H₄)

benzo[1,3,2]dioxaborole

4,4,5,5-tetramethyl-2-[(E)-2-p-tolylethenyl]-1,3,2-dioxaborolane

Downstream raw materials:

N,N-diethyl-3-methyl-2-[(E)-2-(4-methylphenyl)ethenyl]-1H-indole-1-carboxamide

2,4,6-tris((E)-4-methylstyryl)-1,3,5,2,4,6-trioxatriborinane

(E)-4-methylcinnamonitrile

4-benzyl-5R-phenyl-3R-(E-2-(4-methylphenyl)ethenyl)-morpholin-2-one

Refernces

• 1、 Liu, Shiwen,Zeng, Xiaojun,Hammond, Gerald B.,Xu, Bo. "Mild Base Promoted Nucleophilic Substitution of Unactivated sp3-Carbon Electrophiles with Alkenylboronic Acids". . p. 3667 - 3671. Retrieved 2018/09/12.
• 2、 Feng, Chao,Wang, Hong,Xu, Liang,Li, Pengfei. "N-B dative bond-induced [3.3.0] bicyclic boronate-tethered exo-selective intramolecular Diels-Alder reaction". . p. 7136 - 7139. Retrieved 2015/07/01.