Biphenyl-4,4'-dicarboxylic acid Chemical Properties

Melting point:

>300 °C(lit.)

Boiling point:

482.5±38.0 °C(Predicted)

Density 

1.347±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

3.77±0.10(Predicted)

form 

Powder

color 

White to light beige

BRN 

523308

InChI

InChI=1S/C14H10O4/c15-13(16)11-5-1-9(2-6-11)10-3-7-12(8-4-10)14(17)18/h1-8H,(H,15,16)(H,17,18)

InChIKey

NEQFBGHQPUXOFH-UHFFFAOYSA-N

SMILES

C1(C2=CC=C(C(O)=O)C=C2)=CC=C(C(O)=O)C=C1

CAS DataBase Reference

787-70-2(CAS DataBase Reference)

EPA Substance Registry System

[1,1'-Biphenyl]-4,4'-dicarboxylic acid (787-70-2)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-37/39-36

WGK Germany 

3

RTECS 

DV2975000

HS Code 

29173990

MSDS

• Language:English Provider:SigmaAldrich

Biphenyl-4,4'-dicarboxylic acid Usage And Synthesis

Description

Biphenyl-4,4′-dicarboxylic acid (BPDC) belongs to the class of monomers known as aromatic dicarboxylic acids. It is used to prepare BPDC-based polymers, which exhibit excellent thermal stability, making them suitable for applications where high-temperature resistance is required. These polymers also demonstrate high electrical insulation properties due to their low dielectric constant and high breakdown strength. They find applications in the electrical and electronics industry for insulation, encapsulation, and fabrication of high-performance electronic devices.

Chemical Properties

White to light beige powder

Uses

Dendrimer building block.

Application

Biphenyl-4,4′-dicarboxylic acid can be used:
As a key component In the synthesis of nematic aromatic polyesters which are valuable in the development of liquid crystal polymers with potential applications in electronics, optical devices automotive, and textiles.
As a linker or ligand in the synthesis of metal-organic frameworks (MOFs) for a wide range of potential applications in areas such as gas storage, catalysis, sensing, and separation technology.
As a building block in biomedical applications for the synthesis of various pharmaceutical compounds and materials with biological activity. It can also be utilized in the development of drug delivery systems and biomaterials due to its chemical properties.

Purification Methods

The dicarboxylic acid is a white amorphous or microcrystalline substance which does not melt or sublime. It is best purified by precipitation of an aqueous alkaline solution with mineral acid, washing well with H2O and drying in vacuo at 100o. It is characterized by conversion to diphenyl-4,4’-dicarbonyl chloride (with PCl5 [Work J Chem Soc 1317 1940], or by phase transfer catalysis with SOCl2 + BuEt3N+Cl-in 1,2-dichloroethane [Burdett Synthesis 441 1991]) which crystallises from *C6H6 with m 184o. The di-acid chloride gives the dimethyl ester with MeOH, and has m 215-217o (plates from MeOH, m’s of 214o and 224o were also reported). The diethyl ester is similarly prepared with EtOH and has m 122o (from EtOH). [Beilstein 9 II 665, 9 III 4519, 9 IV 3563.]

Biphenyl-4,4'-dicarboxylic acid(787-70-2)Related Product Information

• OXALIC ACID
• Bis(2-ethylhexyl) phthalate
• Phthalic acid
• 2,5-PYRIDINEDICARBOXYLIC ACID
• 4,4'-Dimethylbiphenyl
• Isophthalic acid
• Potassium hydrogen phthalate
• Biphenyl
• 4,4'-Ethylenedianiline
• 4,4'-Diacetylbiphenyl
• Benzidine
• POLY(ETHYLENE GLYCOL) BIS(CARBOXYMETHYL) ETHER
• 4,4'-Bis(chloromethyl)-1,1'-biphenyl
• 4-Biphenylboronic acid
• Biphenyl-3,4′,5-tricarboxylic acid
• Biphenyl-4,4'-dithiol
• biphenyl-3,3',5,5'-tetracarbaldehyde
• Biphenyl-3,3',5,5'-tetracarboxylic acid