Cas no 773134-90-0 (benzoic acid, 2,3,6-trifluoro-, ethyl ester)

Ethyl 2,3,6-trifluorobenzoate is a fluorinated aromatic ester derived from benzoic acid, featuring fluorine substitutions at the 2, 3, and 6 positions. This compound is valued for its enhanced electron-withdrawing properties due to the trifluoromethyl groups, making it a useful intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The ethyl ester group improves solubility in organic solvents, facilitating reactions such as nucleophilic substitutions or cross-coupling processes. Its stability and reactivity under mild conditions make it a preferred choice for constructing complex fluorinated molecules. The compound’s purity and consistent performance are critical for reproducible results in research and industrial applications.
benzoic acid, 2,3,6-trifluoro-, ethyl ester structure
773134-90-0 structure
Product Name:benzoic acid, 2,3,6-trifluoro-, ethyl ester
CAS No:773134-90-0
MF:C9H7F3O2
MW:204.145893335342
MDL:MFCD06204406
CID:1784053
PubChem ID:46311437
Update Time:2025-09-23

benzoic acid, 2,3,6-trifluoro-, ethyl ester Chemical and Physical Properties

Names and Identifiers

    • benzoic acid, 2,3,6-trifluoro-, ethyl ester
    • LogP
    • Ethyl 2,3,6-trifluorobenzoate
    • SCHEMBL1997194
    • ethyl2,3,6-trifluorobenzoate
    • KTSYUGKWNTYIGK-UHFFFAOYSA-N
    • 773134-90-0
    • CS-0191701
    • 2,3,6-Trifluoro-benzoic acid ethyl ester
    • DTXSID301033522
    • MFCD06204406
    • E82306
    • MDL: MFCD06204406
    • Inchi: 1S/C9H7F3O2/c1-2-14-9(13)7-5(10)3-4-6(11)8(7)12/h3-4H,2H2,1H3
    • InChI Key: KTSYUGKWNTYIGK-UHFFFAOYSA-N
    • SMILES: FC1C(=CC=C(C=1C(=O)OCC)F)F

Computed Properties

  • Exact Mass: 204.03981395g/mol
  • Monoisotopic Mass: 204.03981395g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 210
  • 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: 2.4
  • Topological Polar Surface Area: 26.3?2

benzoic acid, 2,3,6-trifluoro-, ethyl ester Pricemore >>

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Additional information on benzoic acid, 2,3,6-trifluoro-, ethyl ester

Benzoic acid, 2,3,6-trifluoro-, ethyl ester and its Applications in Modern Chemical Biology

Benzoic acid, 2,3,6-trifluoro-, ethyl ester (CAS No. 773134-90-0) is a fluorinated aromatic ester that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound, characterized by its trifluoromethyl and ethyl ester substituents, exhibits a range of biological activities that make it a valuable tool in pharmaceutical research and development. The introduction of fluorine atoms into the benzene ring significantly alters the electronic and steric properties of the molecule, leading to enhanced stability and bioavailability. This article explores the synthesis, applications, and recent advancements in the study of benzoic acid, 2,3,6-trifluoro-, ethyl ester, highlighting its potential in drug discovery and molecular imaging.

The synthesis of benzoic acid, 2,3,6-trifluoro-, ethyl ester typically involves a multi-step process that begins with the fluorination of benzoic acid derivatives. The introduction of fluorine atoms at the 2, 3, and 6 positions is achieved through various chemical pathways, including electrophilic aromatic substitution and metal-catalyzed cross-coupling reactions. The use of palladium or copper catalysts in these reactions ensures high selectivity and yield, making the process efficient for large-scale production. The subsequent esterification of the trifluorobenzoic acid intermediate with ethanol yields the desired ethyl ester derivative.

The structural features of benzoic acid, 2,3,6-trifluoro-, ethyl ester contribute to its remarkable biological activity. The trifluoromethyl group enhances the lipophilicity of the molecule, improving its ability to cross biological membranes. This property is particularly valuable in drug design, as it increases the compound's bioavailability and target specificity. Additionally, the presence of electronegative fluorine atoms alters the electronic distribution within the molecule, influencing its interactions with biological targets such as enzymes and receptors.

In recent years, benzoic acid, 2,3,6-trifluoro-, ethyl ester has been investigated for its potential applications in pharmaceuticals. Its ability to act as a modulator of enzyme activity has made it a promising candidate for developing drugs targeting metabolic disorders. Studies have shown that this compound can inhibit specific enzymes involved in pathways such as fatty acid synthesis and cholesterol metabolism. The trifluoromethyl group's stability under metabolic conditions further enhances its suitability as a pharmacophore.

Beyond its role in drug development, benzoic acid, 2,3,6-trifluoro-, ethyl ester has found applications in molecular imaging techniques. The high electron density introduced by fluorine atoms makes this compound suitable for use as a contrast agent in magnetic resonance imaging (MRI). Researchers have explored its potential in visualizing biological processes by labeling biomolecules with this fluorinated derivative. The ability to track these labeled molecules non-invasively provides valuable insights into cellular mechanisms and disease progression.

The growing interest in fluorinated compounds has led to numerous studies on the derivatives of benzoic acid. Among these derivatives, benzoic acid, 2,3,6-trifluoro-, ethyl ester stands out due to its unique combination of structural features and biological activities. Recent research has highlighted its potential in developing antiviral agents. The electron-withdrawing nature of the trifluoromethyl group disrupts viral protein folding and replication processes. This property has been exploited in designing novel antiviral drugs that target specific viral enzymes.

The synthesis and application of benzoic acid, 2,3,6-trifluoro-, ethyl ester also contribute to advancements in green chemistry principles. The development of efficient synthetic routes that minimize waste and energy consumption aligns with sustainable practices in chemical manufacturing. Researchers are continuously exploring catalytic methods that reduce reliance on hazardous reagents while maintaining high yields. These efforts not only improve the environmental footprint of chemical synthesis but also enhance cost-effectiveness for industrial applications.

In conclusion, benzoic acid ,2 ,3 ,6 -trifluoro- ,ethyl ester (CAS No .773134-90-0) is a multifaceted compound with significant implications in chemical biology . Its unique structural features enable diverse applications ranging from drug development to molecular imaging . The ongoing research into this compound underscores its potential as a key player in future pharmaceutical innovations . As scientists continue to unravel its biological activities ,the applications of benzoic acid ,2 ,3 ,6 -trifluoro- ,ethyl ester are expected to expand ,providing new avenues for therapeutic interventions .

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