Production Method 1

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: p-Toluenesulfonic acid Solvents: Water ;  3 min
1.2 Reagents: Sodium nitrite ;  15 min
1.3 Reagents: Potassium iodide
1.4 Reagents: Sodium thiosulfate Solvents: Water

Reference

Direct Intramolecular Aminoboration of Allenes

Yang, Chun-Hua ; Han, Meng; Li, Wenyan; Zhu, Ningning; Sun, Zhenzhen; et al, Organic Letters, 2020, 22(13), 5090-5093

Production Method 2

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Sulfuric acid ,  Potassium iodide Solvents: Water ;  6 h, 0 - 60 °C

Reference

Singlet Oxygen Generation from a Water-Soluble Hypervalent Iodine(V) Reagent AIBX and H2O2: An Access to Artemisinin

Shen, Hui-Jie; Hu, Ze-Nan; Zhang, Chi, Journal of Organic Chemistry, 2022, 87(6), 3885-3894

Production Method 3

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Water ;  1 h, 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ;  1 h, 0 °C
1.3 Reagents: Potassium iodide Solvents: Water ;  2 h, 0 °C; 0 °C → 60 °C; 2 h, 60 °C

Reference

Design, Synthesis, Structure, and Dehydrogenation Reactivity of a Water-Soluble o-Iodoxybenzoic Acid Derivative Bearing a Trimethylammonium Group

Cui, Li-Qian; Dong, Zhi-Lei; Liu, Kai; Zhang, Chi, Organic Letters, 2011, 13(24), 6488-6491

Production Method 4

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Sulfuric acid Solvents: Water
1.2 Reagents: Potassium iodide Solvents: Water

Reference

Convenient large scale preparation of 5-methyl- and 4-nitro-2-iodosobenzoic and of 4-nitro-2-iodoxybenzoic acids

Katritzky, Alan R.; Savage, G. Paul; Gallos, John K.; Durst, H. Dupont, Organic Preparations and Procedures International, 1989, 21(2), 157-62

Production Method 5

112391-34-1

89459-38-1

Reaction Conditions

1.1 Reagents: Potassium iodide Solvents: Acetic acid ,  Water

Reference

Synthesis of 4-(N-acetyl-L-tyrosyl)amino-2-iodobenzoic acid

Protiva, Jiri; Krecek, Vaclav; Maca, Bohumil; Urban, Jiri; Budesinsky, Milos; et al, Collection of Czechoslovak Chemical Communications, 1989, 54(4), 1012-18

Production Method 6

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Urea ,  Sodium nitrite ,  Sulfuric acid ,  Sodium iodide Solvents: Water

Reference

Design and SAR of selective T-type calcium channel antagonists containing a biaryl sulfonamide core

Hangeland, Jon J.; Cheney, Daniel L.; Friends, Todd J.; Swartz, Stephen; Levesque, Paul C.; et al, Bioorganic & Medicinal Chemistry Letters, 2008, 18(2), 474-478

Production Method 7

62-23-7

89459-38-1

Reaction Conditions

1.1 Reagents: Triethylamine Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  30 s
1.2 Reagents: Silver acetate ,  Iodine Catalysts: Iridium, di-μ-chlorodichlorobis[(1,2,3,4,5-η)-1,2,3,4,5-pentamethyl-2,4-cyclopen… ;  18 h, 23 °C

Reference

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C-H Bonds

Weis, Erik ; Johansson, Magnus J. ; Martin-Matute, Belen, Chemistry - A European Journal, 2020, 26(45), 10185-10190

Production Method 8

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Sulfuric acid Solvents: Water
1.2 Reagents: Sodium nitrite Solvents: Water
1.3 Reagents: Urea
1.4 Reagents: Sodium iodide Solvents: Water

Reference

Design, Synthesis, and Pharmacological Characterization of 4-[4,4-Dimethyl-3-(4-hydroxybutyl)-5-oxo-2-thioxo-1-imidazolidinyl]- 2-iodobenzonitrile as a High-Affinity Nonsteroidal Androgen Receptor Ligand

Van Dort, Marcian E.; Robins, Diane M.; Wayburn, Bess, Journal of Medicinal Chemistry, 2000, 43(17), 3344-3347

Production Method 9

619-17-0

89459-38-1

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  Sulfuric acid Solvents: Water ;  0 °C; 1 h, 0 °C
1.2 Reagents: Urea ;  0 °C
1.3 Reagents: Sodium iodide Solvents: Water ;  0 °C; 1 h, rt

Reference

Discovery of a novel series of guanidinebenzoates as gut-restricted enteropeptidase and trypsin dual inhibitors for the treatment of metabolic syndrome

Zhang, Xuqing ; Zhu, Bin; Sun, Weimei; Wang, Mina; Albarazanji, Kamal; et al, Bioorganic & Medicinal Chemistry Letters, 2021, 40,

2-Iodo-4-nitrobenzoic acid Raw materials

• 2-iodosyl-4-nitrobenzoic acid
• 4-Nitrobenzoic acid
• 2-Amino-4-nitrobenzoic acid

2-Iodo-4-nitrobenzoic acid Preparation Products

• 2-Iodo-4-nitrobenzoic acid (89459-38-1)

• 1. An Aptamer Bio-barCode (ABC) assay using SPR, RNase H, and probes with RNA and gold-nanorods for anti-cancer drug screening
  Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
• 2. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
• 3. An integrated microfluidic platform for sensitive and rapid detection of biological toxins?
  Robert J. Meagher,Anson V. Hatch,Ronald F. Renzi,Anup K. Singh Lab Chip, 2008,8, 2046-2053
• 4. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 5. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
  Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034

• 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

Comprehensive Overview of 2-Iodo-4-nitrobenzoic acid (CAS No. 89459-38-1): Properties, Applications, and Research Insights

2-Iodo-4-nitrobenzoic acid (CAS No. 89459-38-1) is a halogenated nitrobenzoic acid derivative that has garnered significant attention in organic synthesis and pharmaceutical research. This compound, characterized by its iodo and nitro functional groups, serves as a versatile intermediate in the development of complex molecules. Its unique structural features make it invaluable for cross-coupling reactions, medicinal chemistry, and material science applications. Researchers frequently explore its reactivity in Suzuki-Miyaura and Ullmann-type reactions, highlighting its role in modern synthetic methodologies.

The growing interest in 2-Iodo-4-nitrobenzoic acid aligns with trends in green chemistry and sustainable synthesis. As industries seek eco-friendly alternatives, this compound's potential in catalysis and bioconjugation has become a focal point. Recent studies emphasize its utility in designing fluorescent probes and bioactive molecules, addressing demands in diagnostics and drug discovery. Its CAS No. 89459-38-1 is often queried in databases like SciFinder and Reaxys, reflecting its relevance in academic and industrial settings.

From a physicochemical perspective, 2-Iodo-4-nitrobenzoic acid exhibits notable solubility in polar organic solvents, facilitating its use in high-throughput screening and combinatorial chemistry. Analytical techniques such as HPLC and NMR spectroscopy are routinely employed to validate its purity, a critical factor for pharmaceutical intermediates. The compound's stability under controlled conditions further enhances its appeal for long-term storage and large-scale production.

Emerging applications of 2-Iodo-4-nitrobenzoic acid include its integration into metal-organic frameworks (MOFs) and nanomaterials. Researchers are investigating its role in photocatalysis and energy storage, tapping into the broader discourse on renewable energy solutions. These innovations resonate with global priorities like the United Nations Sustainable Development Goals (SDGs), particularly in advancing clean energy and responsible consumption.

In summary, 2-Iodo-4-nitrobenzoic acid (CAS No. 89459-38-1) stands at the intersection of cutting-edge research and industrial applicability. Its multifaceted utility underscores its importance in contemporary chemistry, while ongoing studies continue to uncover novel applications. For researchers and manufacturers alike, this compound remains a cornerstone in the pursuit of scientific innovation and technological advancement.

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