ChemicalBook--->CAS DataBase List--->787-70-2

787-70-2

787-70-2 Structure

787-70-2 Structure
IdentificationMore
[Name]

Biphenyl-4,4'-dicarboxylic acid
[CAS]

787-70-2
[Synonyms]

4,4'-BIBENZOIC ACID
4,4'-BIPHENYLDICARBOXYLIC ACID
4,4'-BISBENZOIC ACID
4,4'-DIBENZOIC ACID
4,4'-DICARBOXYDIPHENYL
4,4'-DIPHENIC ACID
4,4'-DIPHENYLDICARBOXYLIC ACID
BIBENZOIC ACID
BIPHENYL-4,4'-DICARBOXYLIC ACID
DIPHENYL-4,4'-DICARBOXYLIC ACID
LABOTEST-BB LT00452839
P,P'-BIPHENYLDICARBOXYLIC ACID
P,P'-DIPHENIC ACID
RARECHEM AL BO 0295
(1,1’-Biphenyl)-4,4’-dicarboxylicacid
[1,1’-biphenyl]-4,4’-dicarboxylicacid
usafdo-69
4-BiphenyldicarboxylicAcid
4,4'-Dicarboxybiphenyl
4-(4-Carboxyphenyl)benzoic acid
[EINECS(EC#)]

212-328-3
[Molecular Formula]

C14H10O4
[MDL Number]

MFCD00002554
[Molecular Weight]

242.23
[MOL File]

787-70-2.mol
Questions And AnswerBack Directory
[Synthesis]

Biphenyl-4,4'-dicarboxylic acid can be synthesized in multiple steps by biphenyl chloromethylation oxidation or in one step using dimethylbiphenyl as a raw material.
(1) Biphenyl chloromethylation oxidation method: Using biphenyl as a raw material, chloromethylation is used to generate 4,4'-di(chloromethyl)biphenyl, which is then hydrolyzed to 4,4'-biphenyldiethanol, and finally oxidized with equivalent nitric acid to obtain 4,4'-biphenyl dicarboxylic acid.
Biphenyl-4,4'-dicarboxylic acid preparation by biphenyl chloromethylation oxidation method
(2) Potassium dichromate oxidation method
Using dimethylbiphenyl as a raw material, potassium dichromate is added to react and biphenyl dicarboxylic acid is obtained. The yield is 75%, but this process has high production costs and generates a large amount of chromium-containing wastewater, polluting the environment. A novel catalytic oxidation system using air as an oxidant and high catalytic activity can improve the reaction conversion rate and selectivity, reduce reaction costs, and is more conducive to industrial production.

Chemical PropertiesBack Directory
[Appearance]

White to light beige powder
[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
[form ]

Powder
[pka]

3.77±0.10(Predicted)
[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]

787-70-2(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

DV2975000
[TSCA ]

TSCA listed
[HS Code ]

29173990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

Biphenyl-4,4'-dicarboxylic acid(787-70-2)MS
Biphenyl-4,4'-dicarboxylic acid(787-70-2)1HNMR
Biphenyl-4,4'-dicarboxylic acid(787-70-2)Raman
Biphenyl-4,4'-dicarboxylic acid(787-70-2)FT-IR
Biphenyl-4,4'-dicarboxylic acid(787-70-2)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4,4'-Biphenyldicarboxylicacid,98%(787-70-2)
[Sigma Aldrich]

787-70-2(sigmaaldrich)
[TCI AMERICA]

4,4'-Biphenyldicarboxylic Acid,>97.0%(T)(787-70-2)
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