Cas no 39616-95-0 (2-(4-Fluoro-2-nitrophenyl)acetic acid)

2-(4-Fluoro-2-nitrophenyl)acetic acid is a fluorinated nitroaromatic compound with a carboxylic acid functional group, making it a versatile intermediate in organic synthesis. Its structure, featuring both electron-withdrawing (fluoro and nitro) and reactive (carboxylic acid) groups, enables its use in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The fluorine substituent enhances metabolic stability and binding affinity in bioactive molecules, while the nitro group facilitates further functionalization via reduction or nucleophilic substitution. The acetic acid moiety allows for straightforward derivatization into esters, amides, or other derivatives. This compound is particularly valuable in medicinal chemistry for the development of fluorinated drug candidates. High purity and consistent quality ensure reliable performance in synthetic applications.
2-(4-Fluoro-2-nitrophenyl)acetic acid structure
39616-95-0 structure
Product Name:2-(4-Fluoro-2-nitrophenyl)acetic acid
CAS No:39616-95-0
MF:C8H6FNO4
MW:199.135945796967
MDL:MFCD04108376
CID:1082173
PubChem ID:10750492
Update Time:2025-06-10

2-(4-Fluoro-2-nitrophenyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Fluoro-2-nitrophenyl)acetic acid
    • 4-fluoro-2-nitro-Benzeneacetic acid
    • 4-Fluoro-2-nitrophenylacetic acid
    • 4-fluoro-2nitrophenylacetic acid
    • (4-Fluoro-2-nitrophenyl)acetic acid
    • MDL: MFCD04108376
    • Inchi: 1S/C8H6FNO4/c9-6-2-1-5(3-8(11)12)7(4-6)10(13)14/h1-2,4H,3H2,(H,11,12)
    • InChI Key: LAFOTQFKZXKMFD-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=C(C=1)[N+](=O)[O-])CC(=O)O

Computed Properties

  • Exact Mass: 199.02800
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3

Experimental Properties

  • Density: 1.498±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.66 g/l) (25 o C),
  • PSA: 83.12000
  • LogP: 1.88420

2-(4-Fluoro-2-nitrophenyl)acetic acid Customs Data

  • HS CODE:2916399090
  • Customs Data:

    China Customs Code:

    2916399090

    Overview:

    2916399090 Other aromatic monocarboxylic acids. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Acrylic acid\Acrylates or esters shall be packaged clearly

    Summary:

    2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

2-(4-Fluoro-2-nitrophenyl)acetic acid Pricemore >>

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Additional information on 2-(4-Fluoro-2-nitrophenyl)acetic acid

Recent Advances in the Application of 2-(4-Fluoro-2-nitrophenyl)acetic acid (CAS: 39616-95-0) in Chemical Biology and Pharmaceutical Research

2-(4-Fluoro-2-nitrophenyl)acetic acid (CAS: 39616-95-0) is a fluorinated nitroaromatic compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including potential drug candidates and probes for biological studies. The presence of both fluorine and nitro functional groups on the phenyl ring imparts unique electronic and steric properties, making it a valuable building block for medicinal chemistry and chemical biology applications.

Recent studies have explored the use of 2-(4-Fluoro-2-nitrophenyl)acetic acid in the development of novel enzyme inhibitors, particularly targeting enzymes involved in inflammatory pathways. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility as a precursor for the synthesis of selective COX-2 inhibitors with improved pharmacokinetic properties. The fluorine atom at the para position was found to enhance binding affinity to the target enzyme while maintaining metabolic stability.

In the field of chemical biology, researchers have utilized 2-(4-Fluoro-2-nitrophenyl)acetic acid to develop fluorescent probes for cellular imaging. A recent breakthrough published in ACS Chemical Biology (2024) described the synthesis of a novel turn-on fluorescent probe based on this compound, which selectively detects reactive oxygen species in live cells. The nitro group in the molecular structure serves as both a fluorescence quencher and reactive site, enabling the design of highly sensitive detection systems.

Pharmaceutical research has also benefited from the unique properties of this compound. Several patent applications filed in 2023-2024 disclose its use in the synthesis of potential anticancer agents, particularly as a building block for small molecules targeting protein-protein interactions. The electron-withdrawing nature of both the fluorine and nitro groups facilitates nucleophilic aromatic substitution reactions, allowing for efficient derivatization and library synthesis.

Recent analytical studies have focused on improving the synthetic routes for 2-(4-Fluoro-2-nitrophenyl)acetic acid. A 2024 publication in Organic Process Research & Development reported a novel continuous flow synthesis method that significantly improves yield (85% vs traditional 62%) while reducing environmental impact. This advancement addresses previous challenges in large-scale production and has important implications for industrial applications.

The safety profile and metabolic fate of 2-(4-Fluoro-2-nitrophenyl)acetic acid have also been investigated in recent preclinical studies. Results from these studies, published in Drug Metabolism and Disposition (2023), indicate that the compound undergoes predictable metabolic pathways with no significant toxicity concerns at therapeutic doses. These findings support its continued use as a pharmaceutical intermediate and research tool.

Looking forward, the unique chemical properties of 2-(4-Fluoro-2-nitrophenyl)acetic acid position it as a valuable scaffold for future drug discovery efforts. Current research directions include its application in PROTAC (proteolysis targeting chimera) design and as a component of targeted drug delivery systems. The compound's versatility and well-characterized reactivity ensure its ongoing importance in chemical biology and pharmaceutical research.

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