Cas no 209991-62-8 (3,4,5-Trifluorophenylacetic acid)

3,4,5-Trifluorophenylacetic acid is a fluorinated aromatic carboxylic acid derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its trifluorinated phenyl ring enhances electron-withdrawing properties, improving reactivity in coupling reactions and facilitating the introduction of fluorinated motifs into target molecules. This compound is particularly valuable in the development of active pharmaceutical ingredients (APIs) due to its ability to modulate metabolic stability and bioavailability. The high purity and consistent quality of 3,4,5-trifluorophenylacetic acid ensure reliable performance in demanding synthetic applications. Its structural features make it a versatile building block for medicinal chemistry, especially in the design of protease inhibitors and other biologically active compounds.
3,4,5-Trifluorophenylacetic acid structure
209991-62-8 structure
Product Name:3,4,5-Trifluorophenylacetic acid
CAS No:209991-62-8
MF:C8H5F3O2
MW:190.119313001633
MDL:MFCD00083532
CID:66827
PubChem ID:2777952
Update Time:2025-06-29

3,4,5-Trifluorophenylacetic acid Chemical and Physical Properties

Names and Identifiers

    • 3,4,5-Trifluorophenylacetic acid
    • 3,4,5-Trifluorobenzoic Acetic Acid
    • 2-(3,4,5-trifluorophenyl)acetic acid
    • 3,4,5-trifluoroacetic acid
    • (3,4,5-Trifluorophenyl)aceticacid
    • 3,4,5-Trifluorophenylaceticacid
    • (3,4,5-trifluorophenyl)acetic acid
    • Benzeneacetic acid, 3,4,5-trifluoro-
    • 3,4,5-trifluorobenzene acetic acid
    • 3,4,5-(trifluorophenyl)acetic acid
    • PubChem7292
    • KSC494I9J
    • RARECHEM AL BO 0708
    • PQGPUBAARWWOOP-UHFFFAOYSA-N
    • 3,4,5-Trifluorobenzeneacetic acid
    • SBB065960
    • WT1663
    • CS-W015910
    • (3,4,5-Trifluorophenyl)acetic acid, AldrichCPR
    • DTXSID70380725
    • AC-23891
    • SCHEMBL908287
    • PS-10101
    • SY009057
    • FT-0614149
    • EN300-1138814
    • A24090
    • MFCD00083532
    • C8H5F3O2
    • AM62270
    • 209991-62-8
    • AKOS005258487
    • MDL: MFCD00083532
    • Inchi: 1S/C8H5F3O2/c9-5-1-4(3-7(12)13)2-6(10)8(5)11/h1-2H,3H2,(H,12,13)
    • InChI Key: PQGPUBAARWWOOP-UHFFFAOYSA-N
    • SMILES: FC1C(=C(C=C(C=1)CC(=O)O)F)F

Computed Properties

  • Exact Mass: 190.02400
  • Monoisotopic Mass: 190.024
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 186
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.7
  • Topological Polar Surface Area: 37.3

Experimental Properties

  • Color/Form: White crystals
  • Density: 1.468
  • Melting Point: 98-101℃
  • Boiling Point: 254.6°C at 760 mmHg
  • Flash Point: 107.8°C
  • Refractive Index: 1.488
  • PSA: 37.30000
  • LogP: 1.73100
  • Solubility: Not determined

3,4,5-Trifluorophenylacetic acid Security Information

3,4,5-Trifluorophenylacetic 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%

3,4,5-Trifluorophenylacetic acid Pricemore >>

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3,4,5-Trifluorophenylacetic acid Production Method

Additional information on 3,4,5-Trifluorophenylacetic acid

Introduction to 3,4,5-Trifluorophenylacetic Acid (CAS No. 209991-62-8)

3,4,5-Trifluorophenylacetic acid, identified by its Chemical Abstracts Service (CAS) number 209991-62-8, is a fluorinated aromatic carboxylic acid that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its trifluoromethyl substitution pattern on the phenyl ring, exhibits unique chemical and biological properties that make it a valuable intermediate in the synthesis of various therapeutic agents.

The structural motif of 3,4,5-Trifluorophenylacetic acid consists of a benzene ring substituted with three fluorine atoms at the 3rd, 4th, and 5th positions, coupled with a carboxylic acid functional group at the 1st position. This specific arrangement imparts enhanced lipophilicity and metabolic stability to the molecule, which are critical factors in drug design. The presence of fluorine atoms not only influences the electronic properties of the aromatic system but also modulates its interactions with biological targets.

In recent years, 3,4,5-Trifluorophenylacetic acid has been extensively studied for its potential applications in the development of novel pharmaceuticals. Its trifluoromethyl group is known to improve binding affinity and pharmacokinetic profiles of drug candidates. For instance, fluorinated compounds have shown promise in inhibiting enzyme-catalyzed reactions by stabilizing transition states through increased bond strength and electron-withdrawing effects.

One of the most compelling aspects of 3,4,5-Trifluorophenylacetic acid is its role as a key intermediate in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways and are frequently targeted in oncology research. The trifluoromethyl-substituted phenylacetic acids have been reported to enhance the potency and selectivity of kinase inhibitors by improving their interactions with the ATP-binding site. Recent studies have demonstrated that derivatives of 3,4,5-Trifluorophenylacetic acid exhibit inhibitory activity against various kinases, including those implicated in cancer growth and progression.

Furthermore, 3,4,5-Trifluorophenylacetic acid has found applications in the development of anti-inflammatory agents. The carboxylic acid moiety allows for facile conjugation with other pharmacophores, enabling the design of molecules that can modulate inflammatory pathways. Preclinical studies have indicated that compounds incorporating 3,4,5-Trifluorophenylacetic acid analogs exhibit anti-inflammatory effects by inhibiting key pro-inflammatory cytokines and enzymes.

The synthetic pathways for 3,4,5-Trifluorophenylacetic acid have also been optimized for scalability and efficiency. Traditional methods involve halogenation followed by carboxylation of trifluorobenzene derivatives. However, newer approaches leveraging transition metal catalysis have emerged as more sustainable and cost-effective alternatives. These methods often employ palladium or copper catalysts to facilitate selective functionalization at specific positions on the aromatic ring.

From a computational chemistry perspective, 3,4,5-Trifluorophenylacetic acid serves as an excellent scaffold for molecular modeling studies. Its well-defined three-dimensional structure allows researchers to predict binding affinities and optimize lead compounds through virtual screening techniques. Advanced computational methods such as molecular dynamics simulations and quantum mechanical calculations have been utilized to elucidate the interactions between 3,4,5-Trifluorophenylacetic acid derivatives and biological targets.

The pharmaceutical industry continues to explore novel applications for 3,4,5-Trifluorophenylacetic acid, particularly in the realm of antiviral and antibacterial therapies. The unique electronic properties conferred by the trifluoromethyl group make it an attractive candidate for designing molecules that can disrupt viral replication or bacterial metabolic pathways. Preliminary data suggest that certain analogs of this compound exhibit promising activity against resistant strains of pathogens.

In conclusion,3,4,5-Trifluorophenylacetic acid (CAS No. 209991-62-8) is a multifunctional compound with significant potential in drug discovery and development. Its structural features enable diverse applications across multiple therapeutic areas, including oncology, inflammation,and antimicrobial treatments.* Ongoing research continues to uncover new synthetic strategies*and pharmacological effects*, ensuring that this compound remains at the forefront*of medicinal chemistry innovation.*

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