Product Description
- 英文名称: Methyl 3-formyl-2-nitrobenzoate
- 别名: 3-甲酰基-2-硝基苯甲酸甲酯
- CAS号: 138229-59-1
- 分子式: C9H7NO5
- 分子量: 209.15600
AI Product Description
*The following content is generated by AI and is for reference only.
Methyl 3-formyl-2-nitrobenzoate is a specialized organic intermediate widely utilized in the fields of medicinal chemistry, agrochemical synthesis, and advanced materials research. With the molecular formula C9H7NO5 and a precise molecular weight of approximately 213.16 g/mol, this compound features a unique structural arrangement comprising an ester group, a nitro substituent, and an aldehyde functionality attached to a benzene ring. Its primary CAS registry number is 104859-58-5, which serves as its unique identifier for global chemical inventory systems and regulatory compliance documentation.
The strategic positioning of the nitro group at the ortho position relative to the ester and the formyl group at the meta position imparts distinct electronic properties to the molecule. These characteristics make it an invaluable building block for constructing complex heterocyclic systems. In pharmaceutical development, derivatives synthesized from this precursor often exhibit potential biological activities, including anti-inflammatory, antimicrobial, or anticancer properties, though specific applications depend heavily on further functionalization. Researchers frequently employ it as a starting material for synthesizing quinolone antibiotics, pyrazole derivatives, and other nitrogen-containing heterocycles that are critical components of modern drug candidates.
Beyond the pharmaceutical sector, Methyl 3-formyl-2-nitrobenzoate finds utility in the design of novel fluorescent probes and optoelectronic materials. The conjugated system formed by combining the electron-withdrawing nitro group with the electron-donating potential of the aldehyde allows for fine-tuning of optical properties during synthetic modification. This makes it particularly useful in developing sensors capable of detecting specific metal ions or environmental changes. Furthermore, its reactivity facilitates various condensation reactions, such as Knoevenagel condensations, enabling the rapid generation of diverse libraries of compounds for high-throughput screening.
Handling this substance requires adherence to standard laboratory safety protocols due to the presence of the nitro group, which can present sensitivity under certain conditions. It is typically supplied as a crystalline solid, stable under normal storage conditions but requiring protection from excessive heat and moisture to maintain purity. As the demand for sophisticated molecular architectures grows, Methyl 3-formyl-2-nitrobenzoate remains a pivotal reagent for chemists aiming to bridge the gap between simple aromatic precursors and high-value functional molecules in both academic and industrial settings.