Cas no 886762-65-8 ((2-Fluoro-3-methylphenyl)acetic acid)

(2-Fluoro-3-methylphenyl)acetic acid is a fluorinated aromatic acetic acid derivative with applications in pharmaceutical and agrochemical research. Its key structural features include a fluorine substituent at the ortho position and a methyl group at the meta position relative to the acetic acid side chain, enhancing its potential as a versatile intermediate in synthetic chemistry. The fluorine atom contributes to increased metabolic stability and binding affinity in bioactive molecules, while the methyl group offers additional steric and electronic modulation. This compound is particularly valuable in the development of small-molecule inhibitors, prodrugs, and other fine chemicals requiring tailored aromatic frameworks. It is typically handled under standard laboratory conditions with appropriate safety precautions.
(2-Fluoro-3-methylphenyl)acetic acid structure
886762-65-8 structure
Product Name:(2-Fluoro-3-methylphenyl)acetic acid
CAS No:886762-65-8
MF:C9H9FO2
MW:168.164966344833
CID:3061142
PubChem ID:2783145
Update Time:2025-10-29

(2-Fluoro-3-methylphenyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • (2-Fluoro-3-methylphenyl)acetic acid
    • DTXSID901294239
    • E87866
    • JHILBAAZZQSBAI-UHFFFAOYSA-N
    • CS-0237513
    • SCHEMBL868679
    • MFCD07368782
    • 2-(2-fluoro-3-methylphenyl)acetic acid
    • LKB76265
    • 2-Fluoro-3-methylbenzeneacetic acid
    • 886762-65-8
    • EN300-1846824
    • 2-Fluoro-3-methylphenylacetic acid
    • 2-(2-fluoro-3-methyl-phenyl)acetic Acid
    • Inchi: 1S/C9H9FO2/c1-6-3-2-4-7(9(6)10)5-8(11)12/h2-4H,5H2,1H3,(H,11,12)
    • InChI Key: JHILBAAZZQSBAI-UHFFFAOYSA-N
    • SMILES: FC1C(C)=CC=CC=1CC(=O)O

Computed Properties

  • Exact Mass: 168.05865769Da
  • Monoisotopic Mass: 168.05865769Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 170
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 37.3?2

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Additional information on (2-Fluoro-3-methylphenyl)acetic acid

Introduction to (2-Fluoro-3-methylphenyl)acetic Acid (CAS No. 886762-65-8)

The compound (2-Fluoro-3-methylphenyl)acetic acid, identified by the CAS number 886762-65-8, is a significant molecule in the field of organic chemistry and pharmacology. This compound belongs to the class of aromatic carboxylic acids, characterized by its unique structure that combines a fluorinated aromatic ring with an acetic acid moiety. The presence of the fluorine atom at the 2-position and a methyl group at the 3-position of the phenyl ring introduces distinct electronic and steric properties, making it a valuable substrate for various chemical transformations and biological studies.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of (2-Fluoro-3-methylphenyl)acetic acid. Researchers have employed methodologies such as Friedel-Crafts acylation, followed by hydrolysis, to achieve this compound. The use of transition metal catalysts, particularly palladium-catalyzed coupling reactions, has also been explored to enhance the yield and purity of this compound. These methods not only improve the scalability of production but also pave the way for its application in drug discovery and material science.

The structural uniqueness of (2-Fluoro-3-methylphenyl)acetic acid renders it highly versatile in various chemical reactions. For instance, its ability to undergo nucleophilic aromatic substitution reactions has been exploited in the synthesis of bioactive molecules. Additionally, its reactivity towards electrophilic substitution reactions has been leveraged to construct complex molecular frameworks with potential therapeutic applications.

In terms of biological activity, recent studies have highlighted the potential of (2-Fluoro-3-methylphenyl)acetic acid as a lead compound in anti-tumor drug development. Preclinical trials have demonstrated its ability to inhibit key enzymes involved in cancer cell proliferation, suggesting its role as a promising candidate for further exploration in oncology research. Furthermore, its anti-inflammatory properties have been investigated, opening avenues for its application in treating chronic inflammatory diseases.

The integration of computational chemistry techniques has significantly enhanced our understanding of the molecular interactions involving (2-Fluoro-3-methylphenyl)acetic acid. Quantum mechanical calculations and molecular docking studies have provided insights into its binding affinities with various biological targets, thereby guiding rational drug design efforts. These computational approaches have also facilitated the identification of novel analogs with improved pharmacokinetic profiles.

From an industrial perspective, (2-Fluoro-3-methylphenyl)acetic acid serves as an intermediate in the synthesis of advanced materials and specialty chemicals. Its role as a building block in constructing high-performance polymers and liquid crystal materials has been extensively studied. The compound's ability to form stable covalent bonds under mild reaction conditions makes it an attractive choice for large-scale manufacturing processes.

In conclusion, (2-Fluoro-3-methylphenyl)acetic acid (CAS No. 886762-65-8) stands out as a multifaceted compound with applications spanning organic synthesis, pharmacology, and materials science. Its unique chemical properties and biological activity make it a subject of continued research interest. As scientific advancements continue to unfold, this compound is poised to play an increasingly important role in both academic and industrial settings.

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