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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenylcarbamic acid esters

tert-Butyl 4-Nitrophenylcarbamate (CAS No. 18437-63-3)

tert-Butyl 4-Nitrophenylcarbamate, also known by its CAS registry number 18437-63-3, is a chemical compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is a derivative of carbamic acid, featuring a tert-butyl group and a nitrophenyl substituent. Its unique structure endows it with distinct chemical and physical properties, making it a valuable compound for various applications.

The molecular formula of tert-Butyl 4-Nitrophenylcarbamate is C12H15NO5, with a molecular weight of approximately 259.25 g/mol. It exists as a crystalline solid under standard conditions, with a melting point in the range of 105–110°C. The compound is sparingly soluble in water but exhibits good solubility in organic solvents such as dichloromethane and ethyl acetate. These properties make it suitable for use in various synthetic processes and analytical techniques.

Recent studies have highlighted the potential of tert-Butyl 4-Nitrophenylcarbamate in the development of advanced materials, particularly in the realm of polymer chemistry. Researchers have explored its ability to act as a precursor for the synthesis of high-performance polymers, leveraging its reactive functional groups to create materials with enhanced mechanical and thermal properties. For instance, a study published in the Journal of Polymer Science demonstrated that incorporating this compound into polyurethane formulations significantly improved the material's tensile strength and thermal stability.

In addition to its role in polymer science, tert-Butyl 4-Nitrophenylcarbamate has also found applications in drug delivery systems. Its nitrophenyl group imparts unique electronic properties, making it an attractive candidate for use as a carrier molecule in controlled-release drug delivery platforms. A research team at the University of California recently reported on its use as a stabilizing agent in lipid nanoparticles, enhancing the encapsulation efficiency of hydrophobic drugs while maintaining their bioavailability.

The synthesis of tert-Butyl 4-Nitrophenylcarbamate typically involves a two-step process: first, the preparation of 4-nitrophenyl isocyanate through phosgenation of 4-nitroaniline, followed by reaction with tert-butanol to form the carbamate derivative. This method ensures high purity and yield, making it amenable to large-scale production. However, recent advancements have introduced more environmentally friendly synthesis routes, such as using microwave-assisted techniques to accelerate reaction rates while reducing energy consumption.

The environmental impact of tert-Butyl 4-Nitrophenylcarbamate has also been a topic of interest among researchers. Studies have shown that its degradation products are non-toxic and biodegradable under aerobic conditions, making it a more sustainable alternative to traditional chemical intermediates. This aligns with growing industry trends toward green chemistry practices and circular economy principles.

In conclusion, tert-Butyl 4-Nitrophenylcarbamate (CAS No. 18437-63-3) is a versatile compound with promising applications across multiple disciplines. Its unique chemical structure, combined with recent advancements in synthesis and application techniques, positions it as a key player in the development of next-generation materials and pharmaceuticals. As research continues to uncover new potential uses for this compound, its significance within the scientific community is expected to grow further.

• 90870-23-8(Carbamic acid, (4-nitrophenyl)-, propyl ester)
• 58200-06-9(Carbamic acid,(5-nitro-1,3-phenylene)bis-, diethyl ester (9CI))
• 6275-72-5(ethyl (3-nitrophenyl)carbamate)
• 528882-15-7(tert-Butyl methyl(3-nitrophenyl)carbamate)
• 99068-89-0(Carbamic acid, (2-nitrophenyl)-, 1-methylethyl ester)
• 2610-62-0(Carbamic acid,(3-nitrophenyl)-, 1-methylethyl ester (9CI))
• 2621-73-0(ethyl (4-nitrophenyl)carbamate)
• 14357-51-8(Carbamic acid, (4-nitrophenyl)-, 1-methylethyl ester)
• 18437-64-4(tert-butyl N-(3-nitrophenyl)carbamate)
• 54614-93-6(tert-Butyl 2-nitrophenylcarbamate)