Production Method 1

89-58-7

610-29-7

27329-27-7

96-98-0

Reaction Conditions

1.1 Reagents: Oxygen Catalysts: Manganese diacetate ,  Cobalt dibromide Solvents: Acetic acid ;  40 min, 0.4 MPa, 138 °C
1.2 Reagents: Nitric acid Solvents: Water ;  3 h, 0.12 MPa, 112 °C

Reference

Green preparation of monosubstituted methylbenzoic acid and monosubstituted phthalic acid

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2-nitrobenzene-1,4-dicarboxylic acid Raw materials

• 2,5-Dimethylnitrobenzene

2-nitrobenzene-1,4-dicarboxylic acid Preparation Products

• 4-Methyl-2-nitrobenzoic acid (27329-27-7)
• 4-Methyl-3-nitrobenzoic acid (96-98-0)
• 2-nitrobenzene-1,4-dicarboxylic acid (610-29-7)

• 1. Eight rare earth metal organic frameworks and coordination polymers from 2-nitroterephthlate: syntheses, structures, solid-state luminescence and an unprecedented topology
  Jermaine A. Smith,Marvadeen A. Singh-Wilmot,Korey P. Carter,Christopher L. Cahill,Alan J. Lough,Christopher S. Knee New J. Chem. 2016 40 7338
• 2. Investigation of the effect of polar functional groups on the crystal structures of indium MOFs
  Martin Krüger,Martin Albat,A. Ken Inge,Norbert Stock CrystEngComm 2017 19 4622
• 3. Open metal site (OMS)-inspired investigation of adsorption and catalytic functions in a porous metal–organic framework (MOF)
  Anand Yadav,Sarita Kumari,Preety Yadav,Arpan Hazra,Anindita Chakraborty,Prakash Kanoo Dalton Trans. 2022 51 15496
• 4. Chromium terephthalate metal–organic framework MIL-101: synthesis, functionalization, and applications for adsorption and catalysis
  Samiran Bhattacharjee,Chao Chen,Wha-Seung Ahn RSC Adv. 2014 4 52500
• 5. Ligand-directed assembly engineering of trapezoidal {Ti5} building blocks stabilized by dimethylglyoxime
  Qing-Rong Ding,Gui-Lan Xu,Lei Zhang,Jian Zhang Dalton Trans. 2019 48 9916

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Nitrobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Nitrobenzoic acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Professional Introduction to 2-nitrobenzene-1,4-dicarboxylic acid (CAS No: 610-29-7)

2-nitrobenzene-1,4-dicarboxylic acid, with the chemical formula C?H?(NO?)?(COOH)?, is a significant compound in the field of organic chemistry and pharmaceutical research. Its molecular structure, featuring a nitro group and two carboxylic acid functionalities, makes it a versatile intermediate for synthesizing various biologically active molecules. This introduction delves into the compound's properties, synthesis methods, and its emerging applications in medicinal chemistry and material science.

The CAS number 610-29-7 uniquely identifies this compound and distinguishes it from other isomers or derivatives. The presence of both nitro and carboxylic acid groups imparts unique reactivity, allowing for diverse chemical transformations. These functional groups enable the compound to participate in condensation reactions, esterification, and reduction processes, making it valuable in the synthesis of complex organic molecules.

In recent years, 2-nitrobenzene-1,4-dicarboxylic acid has garnered attention in the development of novel pharmaceuticals. Its derivatives have been explored as intermediates for drugs targeting neurological disorders, inflammation, and metabolic diseases. The nitro group can be reduced to an amine, which can then be further functionalized to introduce pharmacophores that enhance drug efficacy. For instance, studies have shown that certain derivatives of this compound exhibit inhibitory effects on enzymes involved in pain signaling pathways.

The carboxylic acid groups provide additional opportunities for modification. They can be esterified to improve solubility or incorporated into polymers for drug delivery systems. Recent research has highlighted the use of 2-nitrobenzene-1,4-dicarboxylic acid derivatives in designing prodrugs that release active pharmaceutical ingredients (APIs) in a controlled manner. This approach has shown promise in improving bioavailability and reducing side effects.

Synthetic routes to 2-nitrobenzene-1,4-dicarboxylic acid typically involve the nitration of benzene followed by oxidation and carboxylation. Advanced synthetic methodologies have been developed to enhance yield and purity. For example, catalytic nitration using environmentally friendly reagents has reduced waste generation while maintaining high selectivity. These green chemistry approaches align with the growing emphasis on sustainable practices in chemical manufacturing.

The compound's role in material science is equally noteworthy. Its rigid aromatic structure and multiple functional groups make it a suitable precursor for high-performance materials. Researchers have investigated its use in creating conductive polymers and liquid crystals. These materials find applications in electronic devices, such as organic light-emitting diodes (OLEDs) and flexible displays. The ability to tailor the properties of these materials by modifying the 2-nitrobenzene-1,4-dicarboxylic acid backbone opens up new avenues for innovation.

Biologically speaking, the nitro group in 2-nitrobenzene-1,4-dicarboxylic acid can be metabolically reduced to an amine, which may interact with biological targets differently than its oxidized form. This redox sensitivity has been exploited in designing probes for studying cellular processes. For instance, researchers have used derivatives of this compound to develop sensors that detect changes in intracellular redox potential. Such tools are invaluable for understanding disease mechanisms and developing targeted therapies.

The pharmaceutical industry continues to explore new derivatives of 2-nitrobenzene-1,4-dicarboxylic acid due to its structural versatility. Computational modeling has played a crucial role in predicting the biological activity of these derivatives before experimental synthesis. This approach has accelerated drug discovery pipelines by identifying promising candidates with minimal trial-and-error experimentation.

In conclusion,2-nitrobenzene-1,4-dicarboxylic acid (CAS No: 610-29-7) is a multifaceted compound with significant applications across pharmaceuticals and materials science. Its unique structural features enable diverse chemical modifications, making it a valuable building block for synthesizing biologically active molecules and advanced materials. As research progresses，this compound will likely continue to play a pivotal role in innovation within these fields.

• 3113-71-1(3-Methyl-4-nitrobenzoic acid)
• 3113-72-2(5-Methyl-2-nitrobenzoic acid)
• 610-36-6(4-Amino-2-nitrobenzoic acid)
• 5292-45-5(Dimethyl nitroterephthalate)
• 96-98-0(4-Methyl-3-nitrobenzoic acid)
• 16533-71-4(3,5-Dinitro-4-methylbenzoic Acid)
• 603-11-2(3-Nitrophthalic acid)
• 1975-50-4(2-Methyl-3-nitrobenzoic acid)
• 552-16-9(2-Nitrobenzoic acid)
• 619-17-0(2-Amino-4-nitrobenzoic acid)