Cas no 25026-64-6 (3-Chloro-5-fluorobenzoic acid)

3-Chloro-5-fluorobenzoic acid is a halogenated benzoic acid derivative with the molecular formula C?H?ClFO?. This compound is characterized by the presence of both chloro and fluoro substituents on the aromatic ring, which enhance its reactivity and utility in organic synthesis. It serves as a versatile intermediate in pharmaceutical and agrochemical applications, particularly in the preparation of active ingredients and fine chemicals. The electron-withdrawing effects of the halogen groups facilitate further functionalization, making it valuable for cross-coupling reactions and derivatization. Its high purity and stability under standard conditions ensure consistent performance in synthetic workflows. The compound is typically supplied as a white to off-white crystalline solid.
3-Chloro-5-fluorobenzoic acid structure
3-Chloro-5-fluorobenzoic acid structure
Product Name:3-Chloro-5-fluorobenzoic acid
CAS No:25026-64-6
MF:C7H4ClFO2
MW:174.556864738464
MDL:MFCD00973904
CID:88546
PubChem ID:2734840
Update Time:2025-06-29

3-Chloro-5-fluorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-5-fluorobenzoic acid
    • 3-chloro-5-fluoro-benzoic Acid
    • 3-fluoro-5-chlorobenzoic acid
    • 5-chloro-3-fluorobenzoic acid
    • 3-Chloro-5-fluorobenzoicacid
    • PS-8617
    • FT-0638488
    • 25026-64-6
    • AKOS005063919
    • Benzoic acid, 3-chloro-5-fluoro-
    • QFMRANWPGGSNHS-UHFFFAOYSA-N
    • J-512267
    • MFCD00973904
    • CL8904
    • DTXSID20370530
    • SY019216
    • CS-W017483
    • SCHEMBL572200
    • A19979
    • EN300-102825
    • AM20040016
    • AC-3931
    • AB07872
    • Z1203161797
    • DB-011409
    • MDL: MFCD00973904
    • Inchi: 1S/C7H4ClFO2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,(H,10,11)
    • InChI Key: QFMRANWPGGSNHS-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CC(C(=O)O)=C1)F

Computed Properties

  • Exact Mass: 173.98800
  • Monoisotopic Mass: 173.988
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: nothing
  • Topological Polar Surface Area: 37.3A^2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.477
  • Boiling Point: 275 oC
  • Flash Point: 120 oC
  • Solubility: Soluble in dimethyl sulfoxide.
  • PSA: 37.30000
  • LogP: 2.17730
  • Solubility: Not determined

3-Chloro-5-fluorobenzoic acid Security Information

3-Chloro-5-fluorobenzoic 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%

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Additional information on 3-Chloro-5-fluorobenzoic acid

3-Chloro-5-Fluorobenzoic Acid: A Comprehensive Overview

3-Chloro-5-fluorobenzoic acid, with the CAS number 25026-64-6, is a significant compound in the field of organic chemistry. This compound, also referred to as 3-chloro-5-fluoro-benzoic acid, belongs to the class of aromatic carboxylic acids and is widely recognized for its versatile applications in pharmaceuticals, agrochemicals, and material sciences. The molecule consists of a benzene ring substituted with a chlorine atom at position 3, a fluorine atom at position 5, and a carboxylic acid group at position 1. This unique substitution pattern imparts distinct chemical properties, making it an essential intermediate in various synthetic processes.

The synthesis of 3-chloro-5-fluorobenzoic acid typically involves multi-step reactions, often starting from chlorobenzene derivatives. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses. For instance, researchers have explored the use of palladium-catalyzed cross-coupling reactions to introduce the fluorine substituent at position 5. These methods not only enhance yield but also reduce the environmental footprint compared to traditional approaches.

In terms of physical properties, 3-chloro-5-fluorobenzoic acid exhibits a melting point of approximately 180°C and is sparingly soluble in water. Its solubility increases significantly in polar solvents such as ethanol and methanol. The presence of electron-withdrawing groups (chlorine and fluorine) on the benzene ring stabilizes the carboxylic acid group, influencing its reactivity in various chemical transformations.

The application of 3-chloro-5-fluorobenzoic acid spans across multiple industries. In the pharmaceutical sector, it serves as a key intermediate in the synthesis of bioactive compounds targeting various diseases. Recent studies have highlighted its role in developing anti-inflammatory agents and potential anticancer drugs. For example, researchers have reported that derivatives of this compound exhibit significant inhibitory activity against COX-2 enzymes, which are associated with inflammatory processes.

In agrochemicals, 3-chloro-5-fluorobenzoic acid is utilized as an intermediate in the production of herbicides and fungicides. Its ability to form stable amide bonds makes it ideal for designing compounds with enhanced bioavailability and efficacy. Moreover, its fluorinated structure contributes to improved resistance against metabolic degradation in plants.

The material science industry has also benefited from this compound's unique properties. It is employed as a precursor in the synthesis of high-performance polymers and advanced materials. Recent research has focused on incorporating this compound into polymeric matrices to enhance thermal stability and mechanical strength.

In conclusion, 3-chloro-5-fluorobenzoic acid stands out as a critical compound with diverse applications across various scientific domains. Its structural features, coupled with recent advancements in synthetic methodologies and application-oriented research, underscore its importance in modern chemistry. As ongoing studies continue to uncover new potentials for this compound, its role in driving innovation across industries is expected to grow further.

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