4,4'-Oxybisbenzoic acid
[CAS# 2215-89-6]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ether
• Name: 4,4'-Oxybisbenzoic acid
• Synonyms: 4-(4-Carboxyphenoxy)benzoic acid
• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23
• CAS Registry Number: 2215-89-6
• EC Number: 218-683-0
• SMILES: C1=CC(=CC=C1C(=O)O)OC2=CC=C(C=C2)C(=O)O

Properties

• Melting point: 329-332 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

Discovery and Applications

4,4'-Oxybisbenzoic acid is a chemical compound first synthesized in the early 20th century, known for its utility in various industrial and scientific applications. This aromatic dicarboxylic acid features two benzoic acid groups connected through an oxygen atom, giving it distinct chemical properties and applications.

The discovery of 4,4'-Oxybisbenzoic acid was driven by the need to develop new compounds with unique chemical functionalities. Its structure, which includes two benzoic acid groups linked by an oxygen bridge, allows it to function effectively as a monomer in the synthesis of polymers and resins. One of the primary applications of 4,4'-Oxybisbenzoic acid is in the production of high-performance polymers. It is used as a building block in the synthesis of polyimides and polyesters, which are known for their excellent thermal stability, chemical resistance, and mechanical properties. These polymers find use in a variety of demanding applications, including aerospace components, electronics, and industrial machinery.

In addition to its role in polymer chemistry, 4,4'-Oxybisbenzoic acid is utilized in the formulation of advanced coatings and adhesives. Its presence in these materials enhances their performance characteristics, such as adhesion strength, resistance to environmental degradation, and durability. The compound contributes to the development of coatings that provide superior protection against corrosion, wear, and chemical exposure.

4,4'-Oxybisbenzoic acid also finds applications in the field of organic synthesis and materials science. It is used as a reagent in the preparation of various organic compounds and intermediates. Its chemical properties make it a valuable tool for researchers developing new materials and exploring novel chemical reactions.

Despite its beneficial uses, the handling and application of 4,4'-Oxybisbenzoic acid should be conducted with care, considering safety and environmental regulations. The compound’s role in high-performance materials highlights its importance in advancing technology and improving the performance of various products.

References

2024. Ultrasensitive electrochemical detection of metronidazole using binder-free zinc-4,4’-oxybis(benzoic acid) MOF/GCE in real samples. Microchimica Acta, 191(10).
DOI: 10.1007/s00604-024-06692-8

2023. Study on Synthesis and Properties of Oxybis Benzoic Aromatic Polyesters. Polymer Science, Series B, 65(4).
DOI: 10.1134/s1560090423701130

1996. Syntheses and properties of aromatic polyamides derived from 4,4′-oxydibenzoic acid and aromatic diamines. Journal of Polymer Research, 3(4).
DOI: 10.1007/bf01493494