1,3-Benzenediboronic acid

Base Information

• Chemical Name: 1,3-Benzenediboronic acid
• CAS No.: 4612-28-6
• Molecular Formula: C6H8B2O4
• Molecular Weight: 165.749
• Hs Code.: 29310095
• Mol file: 4612-28-6.mol

Synonyms:Boronicacid, 1,3-phenylenebis- (9CI);m-Benzenediboronic acid (6CI,7CI,8CI);Benzene-1,3-diboronic acid;NSC 25409;m-Phenylenediboronic acid;

Chemical Property of 1,3-Benzenediboronic acid

Chemical Property:

• Vapor Pressure: 4.03E-09mmHg at 25°C
• Melting Point: >300°C
• Refractive Index: 1.555
• Boiling Point: 456.4 °C at 760 mmHg
• PKA: 8.14±0.10(Predicted)
• Flash Point: 229.8 °C
• PSA: 80.92000
• Density: 1.33g/cm³
• LogP: -2.95380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

98% ^*data from raw suppliers

1,3-Benzenediboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Benzenediboronic acid

There total 3 articles about 1,3-Benzenediboronic 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: 82.0%

borane (13283-31-3) + water (7732-18-5) + 1,3-bis-(trimethylstannyl)benzene (65844-89-5) → trimethylstannane (1631-73-8) + 1,3-phenylenediboronic acid (4612-28-6)

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

Reference yield:

1,3-(BCl2)2-C6H4 (116865-44-2) → 1,3-phenylenediboronic acid (4612-28-6)

Guidance literature:

hydrolysis;

DOI:10.1021/ja01569a025

Reference yield:

boron tribromide (10294-33-4) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,3-phenylenediboronic acid (4612-28-6)

Guidance literature:

With aluminium trichloride; first step of react. at 80°C in presence of AlCl3, hydrolysis of bis(dibromoboryl) compound in situ;

upstream raw materials:

borane

water

1,3-bis-(trimethylstannyl)benzene

boron tribromide

Downstream raw materials:

C₂₈H₂₀N₁₀

1,3-bis(4-(trifluoromethyl)pyridin-2-yl)benzene

benzene-1,3-dicarbonitrile

4-bromo-benzenesulfonic acid-(4-chloro-anilide)

Refernces