• 1. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
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  Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-Garayoa RSC Adv., 2017,7, 24133-24139
• 3. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Oxazoles 2,5-disubstituted oxazoles

5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid: A Comprehensive Overview

5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid, also known by its CAS number 209531-11-3, is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound belongs to the class of oxazoles, which are five-membered heterocyclic compounds containing one oxygen and one nitrogen atom. The presence of the tert-butyl group at the 5-position and the carboxylic acid group at the 2-position imparts unique chemical properties to this molecule, making it a valuable component in both academic research and industrial applications.

The synthesis of 5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid typically involves a combination of nucleophilic aromatic substitution and cyclization reactions. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, reducing the overall cost and improving the yield. Researchers have also explored the use of microwave-assisted synthesis to accelerate reaction times while maintaining product purity.

Chemical Structure and Properties

The molecular structure of 5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid consists of a central oxazole ring with substituents at positions 2 and 5. The tert-butyl group provides steric bulk, which influences the compound's solubility and stability. The carboxylic acid group at position 2 is highly reactive, enabling it to participate in various chemical transformations such as esterification, amidation, and coupling reactions. These functional groups make the compound suitable for use as an intermediate in pharmaceutical synthesis and as a building block in polymer chemistry.

Applications in Pharmaceutical Research

5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid has gained attention in the pharmaceutical industry due to its potential as a bioisostere for other heterocyclic compounds. Recent studies have demonstrated its ability to modulate enzyme activity and interact with biological targets such as G-protein coupled receptors (GPCRs). Its unique pharmacokinetic profile, including favorable absorption and metabolism properties, makes it an attractive candidate for drug development.

Role in Materials Science

In materials science, this compound has been utilized as a precursor for the synthesis of advanced polymers and hybrid materials. Its ability to form stable covalent bonds through its carboxylic acid group enables the creation of cross-linked networks with tailored mechanical and thermal properties. Researchers have also explored its use in the development of stimuli-responsive materials that can undergo reversible structural changes in response to external stimuli such as temperature or pH.

Safety and Environmental Considerations

5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid is generally considered non-hazardous under normal handling conditions. However, proper safety precautions should be taken during synthesis and storage to avoid exposure to strong oxidizing agents or extreme temperatures. Environmental studies indicate that this compound has low toxicity to aquatic organisms when used at recommended concentrations.

Future Directions

The continued exploration of 5-Tert-butyl-1,3-Oxazole-2-carboxylic Acid's properties is expected to yield new insights into its potential applications. Ongoing research focuses on optimizing its use as a chiral catalyst in asymmetric synthesis and as a component in advanced drug delivery systems. Additionally, efforts are being made to enhance its biodegradability for more sustainable industrial applications.

• 252662-39-8((5-Tert-butyl-1,3-oxazol-2-yl)methanol)
• 1810070-24-6(5-methyloxazole-2-carboxylic acid;sodium salt)
• 1449569-97-4(2,5-Oxazoledicarboxylic acid)
• 1357955-62-4(5-(Phenylmethyl)-2-oxazolecarboxylic Acid)
• 33123-71-6(5-tert-Butyl-2-oxazolecarboxylic Acid Ethyl Ester)
• 89967-32-8(2-Oxazolecarboxylic acid, 5-pentyl-, ethyl ester)
• 124999-43-5(methyl 5-methyl-1,3-oxazole-2-carboxylate)
• 45676-69-5(5-methyl-1,3-oxazole-2-carboxylic acid)
• 89967-37-3(2-Oxazolecarboxylic acid, 5-pentyl-, potassium salt)
• 252662-41-2(2-Oxazolecarboxaldehyde,5-(1,1-dimethylethyl)-)