4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid

Basic Information

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CAS Number

50446-44-1

Molecular Formula

C27H18O6

Molecular Weight

438.44 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

No data available

Melting Point

325°C

Boiling Point

711℃ at 760 mmHg

Flash Point

397.7±29.4 °C

Solubility

Insuluble (6.1E-4 g/L) (25 ºC),

SMILES

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O=C(C1=CC=C(C2=CC(C3=CC=C(C(O)=O)C=C3)=CC(C4=CC=C(C(O)=O)C=C4)=C2)C=C1)O

InChI

InChI=1S/C27H18O6/c28-25(29)19-7-1-16(2-8-19)22-13-23(17-3-9-20(10-4-17)26(30)31)15-24(14-22)18-5-11-21(12-6-18)27(32)33/h1-15H,(H,28,29)(H,30,31)(H,32,33)

InChIKey

SATWKVZGMWCXOJ-UHFFFAOYSA-N

LogP

5.782200000000004

Topological Polar Surface Area

111.89999999999999 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

588

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class 9 Class 9

Sensitiveness

对湿度敏感

Synonyms & References

English

5'-(4-Carboxyphenyl)-[1,1':3',1''-terphenyl]-4,4''-dicarboxylic acid
1,4-Di-(4-carboxyphenyl)-naphthalene
1,3,5-Tris(4-carboxyphenyl)benzene
4,4μ,4μμ,-Benzene-1,3,5-triyl-tris(benzoic acid)
1,3,5-Tri(4-Carboxyphenyl)Benzene
4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid
NULL
H3BTB
Benzene-1,3,5-tribenzoic acid
Benzene-1,3,5-tris(4-benzoic acid)
Benzene-1,3,5-triyltris(4-benzoic acid)
Benzenetribenzoic acid
AK142342
[1,1':3',1''-Terphenyl]-4,4''-dicarboxylic acid, 5'-(4-carboxyphenyl)-
C27H18O6
ML01024
SY053011
AX8282199

MDL Number

MFCD10000888

Customs Code

2917399090

FAQ

What are the physical and chemical properties of 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid (CAS: 50446-44-1)?

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid is a crystalline solid with a molecular weight of approximately 542.23 g/mol. It has a low solubility in water at room temperature, making it more soluble in organic solvents such as dichloromethane and acetonitrile. The compound is highly reactive towards bases and can undergo esterification and amide formation. It exhibits high reactivity due to its multiple carboxylic acid groups.

How is 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid (CAS: 50446-44-1) typically synthesized?

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid is typically synthesized through a multistep process involving the coupling of 4-carboxybenzoic acid with 3,5-dibromobenzophenone. The synthesis involves the formation of an aryl coupling intermediate followed by the introduction of carboxylic acid groups. The reaction is carried out under mild conditions using catalytic amounts of palladium(II) acetate and triphenylphosphine as a ligand. The overall yield is around 70-80%.

What industries use 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid (CAS: 50446-44-1)?

4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid finds applications in the pharmaceutical industry as a precursor for drug synthesis, in the polymer industry for the development of high-performance polymers, and in the electronics industry for use in sensor technology and semiconductor manufacturing. Its unique structure provides valuable reactivity for various chemical modifications and functionalization processes.

What precautions should be taken when handling 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid (CAS: 50446-44-1)?

When handling 4-[3,5-bis(4-carboxyphenyl)phenyl]benzoic acid, it is crucial to wear appropriate personal protective equipment (PPE) including chemical-resistant gloves, safety goggles, and a laboratory coat. Ensure working in a well-ventilated area or fume hood to minimize exposure to fumes. Spills should be managed carefully using appropriate absorbents and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.