881302-73-4

Basic information

• Product Name: 3,5-Dicarboxybenzeneboronic acid
• Synonyms: 3,5-Dicarboxybenzeneboronic acid;5-Boronoisophthalic acid;3,5-Dicarboxybenzeneboronic acid 98%;3,5-Dicarboxyphenylboronic acid;5-boronobenzene-1,3-dicarboxylic acid;3,5-Dicarboxybenzeneboronicacid98%;5-Borono-1,3-benzenedicarboxylic acid;3,5-Dicarboxyphenylboronic Acid (contains varying amounts of Anhydride)
• CAS NO: 881302-73-4
• Molecular Formula: C8H7BO6
• Molecular Weight: 209.94858
• EINECS: 1592732-453-0
• Product Categories: blocks;BoronicAcids;Carboxes
• Mol File: 881302-73-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 590.7 °C at 760 mmHg
• Flash Point: 311.1 °C
• Appearance: /
• Density: 1.63 g/cm³
• Vapor Pressure: 8.43E-15mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 3.54±0.10(Predicted)
• CAS DataBase Reference: 3,5-Dicarboxybenzeneboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dicarboxybenzeneboronic acid(881302-73-4)
• EPA Substance Registry System: 3,5-Dicarboxybenzeneboronic acid(881302-73-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 881302-73-4(Hazardous Substances Data)

Usage

General Description

3,5-Dicarboxybenzeneboronic acid is a chemical compound with the molecular formula C8H7BO5. It is a boronic acid derivative and contains two carboxylic acid groups, as well as a boron atom bonded to a benzene ring. 3,5-Dicarboxybenzeneboronic acid is commonly used as a reagent in organic synthesis and as a precursor to various pharmaceuticals and fine chemicals. It is known for its ability to form stable complexes with certain organic molecules and is often used in the formation of covalent bonds in cross-coupling reactions. 3,5-Dicarboxybenzeneboronic acid has been studied for its potential applications in drug discovery and materials science, making it a versatile and important compound in the field of chemistry.

InChI:InChI=1/C8H7BO6/c10-7(11)4-1-5(8(12)13)3-6(2-4)9(14)15/h1-3,14-15H,(H,10,11)(H,12,13)

Upstream product

• 23351-91-9 5-bromoisophthalic acid 
• 480424-62-2 (3,5-diformylphenyl)boronic acid 
• 172975-69-8 3,5-dimethylphenyl boronic acid 

Downstream Products

• 1383951-59-4 4-(3,5-dicarboxyphenyl)pyridine-2,6-dicarboxylic acid 

Relevant articles and documents

Two hydrogen-bonded organic frameworks with imidazole encapsulation: Synthesis and proton conductivity

On the basis of the carboxylic structure of trimesic acid (TMA) and 5-borono-1,3-benzenedicarboxylic acid (B-BDC), here two hydrogen-bonded organic frameworks (HOFs), HOF 1 (MA-TMA) and HOF 2 (MA-B-BDC), were prepared by reacting melamine (MA) with trimesic acid and 5-borono-1,3-benzenedicarboxylic acid, respectively. The as-prepared HOF 1 and HOF 2 with 3D supramolecular structure exhibit excellent performance in proton transport. AC impedance test shows that the proton conductivities of HOF 1 and HOF 2 reach 3.11 × 10-4 S·cm-1 (343 K, 98% RH) and 4.32 × 10-4 S·cm-1 (323 K, 98% RH), respectively. To increase the proton conductivity, Im@HOF 1 and Im@HOF 2 were obtained by introducing imidazole (Im), which acts as a jumping site for proton transfer. The proton conductivities of Im@HOF 1 and Im@HOF 2 reached 4.12 × 10-4 S·cm-1 (333 K, 98% RH) and 1.20 × 10-3 S·cm-1 (353 K, 98% RH), respectively. This is the first time that guest molecules were introduced into HOFs. The stability and proton conductivity of the HOFs are improved due to the interaction of imidazole with carboxyl groups and water molecules.

An rht type metal-organic framework based on small cubicuboctahedron supermolecular building blocks and its gas adsorption properties

A metal-organic framework NPC-5 was synthesized via reaction of a methyl-functionalized ligand 2,4,6-trimethyl benzene-1,3,5-triyl-isophthalate (TMBTI) with Co(NO3)2·6(H2O) under solvothermal conditions. The steric hindrance induced by the methyl groups on the central phenyl ring led to a non-planar configuration of the ligand and further resulted in a small cubicuboctahedron SBB sustained (3, 24)-connected rht network, which comprised three types of cages and exhibited high porosity. Experimental results showed that despite the use of different synthetic methods the same structure was obtained. Gas sorption study of this MOF revealed high CO2 and CH4 uptake capacities and relatively low adsorption enthalpies.

Tailoring a bacteriochlorin building block with cationic, amphipathic, or lipophilic substituents

(Chemical Equation Presented) Bacteriochlorins are attractive candidates for photodynamic therapy (PDT) of diverse medical indications owing to their strong absorption in the near-infrared (NIR) region, but their use has been stymied by lack of access to stable, synthetically malleable molecules. To overcome these limitations, a synthetic free base 3,13-dibromobacteriochlorin (BC-Br3Br13) has been exploited as a building block in the synthesis of diverse bacteriochlorins via Pd-mediated coupling reactions (Sonogashira, Suzuki, and reductive carbonylation). Each bacteriochlorin is stable to adventitious dehydrogenation by virtue of the presence of a geminal dimethyl group in each pyrroline ring. The target bacteriochlorins bear cationic, lipophilic, or amphipathic substituents at the 3- and 13- (β-pyrrolic) positions. A dicarboxybacteriochlorin was converted to amide derivatives via the intermediate diacid chloride. A diformylbacteriochlorin was subjected to reductive amination to give aminomethyl derivatives. A set of 3,5-disubstituted aryl groups bearing lipophilic or amphipathic groups was introduced via Suzuki coupling. Altogether 22 free base bacteriochlorins have been prepared. Eight aminoalkylbacteriochlorins were quaternized with methyl iodide at two or four amine sites per molecule, which resulted in water solubility. Each bacteriochlorin exhibits a Qy absorption band in the range of 720-772 nm. The ability to introduce a wide variety of peripheral functional groups makes these bacteriochlorins attractive candidates for diverse applications in photomedicine including PDT in the NIR region.