1,4-Phenylenebisboronic acid

Base Information

• Chemical Name: 1,4-Phenylenebisboronic acid
• CAS No.: 4612-26-4
• Molecular Formula: C6H8B2O4
• Molecular Weight: 165.749
• Hs Code.: 29310095
• Mol file: 4612-26-4.mol

Synonyms:Boronicacid, 1,4-phenylenebis- (9CI);p-Benzenediboronic acid (6CI,7CI,8CI);1,4-Phenylenediboronic acid;Benzene-1,4-diboronic acid;NSC 25410;p-Phenylenebis(boric acid);p-Phenylenediboronic acid;

Chemical Property of 1,4-Phenylenebisboronic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 8.27E-08mmHg at 25°C
• Melting Point: >350 °C(lit.)
• Refractive Index: 1.555
• Boiling Point: 420.1 °C at 760 mmHg
• PKA: 8.30±0.17(Predicted)
• Flash Point: 207.9 °C
• PSA: 80.92000
• Density: 1.33 g/cm³
• LogP: -2.95380
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Water Solubility.: Soluble in water 2.5%.

Purity/Quality:

99% ^*data from raw suppliers

1,4-PhenylenediboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C, Xn
• Hazard Codes: Xn,C,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: suzuki reaction Reagent used for . Externally initiated Kumada catalyst-transfer polycondensation . Suzuki-Miyaura cross-coupling reactions . Energy transfer processes in optoelectronic devices . Palladium-catalyzed sequential alkenylation and conjugate addition reactions . Scholl cyclizations It is used for palladium-catalyzed sequential alkenylation and conjugate addition reactions, scholl cyclizations, Suzuki-Miyaura cross-coupling reactions. It is also used in the preparation of indolizine derivatives as OLEDs, in organic thin-film transistors, Fluorescence and solution-processable coordination polymers.

Technology Process of 1,4-Phenylenebisboronic acid

There total 13 articles about 1,4-Phenylenebisboronic acid 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: 88.0%

1.4-dibromobenzene (106-37-6) → 1,4-Phenyldiboronic acid (4612-26-4)

Guidance literature:

1.4-dibromobenzene; With magnesium; In tetrahydrofuran; Reflux;

With Trimethyl borate; In tetrahydrofuran; diethyl ether; at -70 ℃;

With sulfuric acid; water; In tetrahydrofuran; diethyl ether; at 20 ℃;

DOI:10.1002/asia.201300209

Reference yield: 84.6%

Trimethyl borate (121-43-7,63156-11-6) + 1.4-dibromobenzene (106-37-6) → 1,4-Phenyldiboronic acid (4612-26-4)

Guidance literature:

1.4-dibromobenzene; With iodine; magnesium; In tetrahydrofuran; at 30 ℃; for 3h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -70 ℃; for 1h; Temperature; Concentration;

Reference yield: 83.0%

borane (13283-31-3) + water (7732-18-5) + 1,4-bis(trimethylstannyl)benzene (1012-73-3) → 1,4-Phenyldiboronic acid (4612-26-4) + trimethylstannane (1631-73-8)

Guidance literature:

In tetrahydrofuran; (N2); addn. of a soln. of boron compd. in THF to a soln. of tin compd. in THF, stirring at room temp. for 1 h, refluxing for 3 h, addn. of water;

DOI:10.1021/om020163r

upstream raw materials:

phen-1,4-ylenbis(magnesiumbromid)

1.4-dibromobenzene

borane

water

Downstream raw materials:

4-(4-nitrophenyl)phenol

p,p-dinitro-p-terphenyl

9-benzyl-6-phenyl-9H-purine

5-[4-(5-Formylfuran-2-yl)-phenyl]-furan-2-carboxaldehyde

Refernces

• 1、 -. "Azacarbazole compound and organic light-emitting device thereof". Paragraph 0110; 0112. . Retrieved 2019/01/08.
• 2、 Golovanov, Ivan S.,Mazeina, Galina S.,Nelyubina, Yulia V.,Novikov, Roman A.,Mazur, Anton S.,Britvin, Sergey N.,Tartakovsky, Vladimir A.,Ioffe, Sema L.,Sukhorukov, Alexey Yu.. "Exploiting Coupling of Boronic Acids with Triols for a pH-Dependent click-Declick Chemistry". . p. 9756 - 9773. Retrieved 2018/09/06.