Cas no 1131605-23-6 (2-Chloro-6-fluoro-3-formylbenzoic acid)

2-Chloro-6-fluoro-3-formylbenzoic acid is a versatile aromatic compound featuring a chloro, fluoro, formyl, and carboxylic acid functional group on a benzene ring. This multifunctional structure makes it a valuable intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. The presence of both electron-withdrawing (chloro, fluoro) and reactive (formyl, carboxyl) groups allows for selective derivatization, enabling the synthesis of complex heterocycles and fine chemicals. Its high purity and stability under standard conditions ensure reliable performance in reactions such as nucleophilic substitutions or condensations. The compound is commonly used in the development of active pharmaceutical ingredients (APIs) and specialty materials.
2-Chloro-6-fluoro-3-formylbenzoic acid structure
1131605-23-6 structure
Product Name:2-Chloro-6-fluoro-3-formylbenzoic acid
CAS No:1131605-23-6
MF:C8H4ClFO3
MW:202.566965103149
MDL:MFCD11865281
CID:1083410
PubChem ID:73553479
Update Time:2025-05-20

2-Chloro-6-fluoro-3-formylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-fluoro-3-formylbenzoic acid
    • DTXSID701284094
    • EN300-1091269
    • CS-0195331
    • W18231
    • 2-Chloro-6-fluoro-3-forMylbenzoicacid
    • AKOS022181423
    • AS-63709
    • 1131605-23-6
    • MFCD11865281
    • DB-355907
    • Z1269203082
    • 2-CHLORO-6-FLUORO-3-FORMYL-BENZOIC ACID
    • MDL: MFCD11865281
    • Inchi: 1S/C8H4ClFO3/c9-7-4(3-11)1-2-5(10)6(7)8(12)13/h1-3H,(H,12,13)
    • InChI Key: WLGMLSAYGOYIFK-UHFFFAOYSA-N
    • SMILES: ClC1C(C=O)=CC=C(C=1C(=O)O)F

Computed Properties

  • Exact Mass: 201.9832998g/mol
  • Monoisotopic Mass: 201.9832998g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 221
  • 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: 1.6
  • Topological Polar Surface Area: 54.4?2

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Additional information on 2-Chloro-6-fluoro-3-formylbenzoic acid

2-Chloro-6-fluoro-3-formylbenzoic Acid: A Comprehensive Overview

The compound with CAS No. 1131605-23-6, known as 2-Chloro-6-fluoro-3-formylbenzoic acid, is a significant molecule in the field of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug development. The molecule consists of a benzoic acid backbone with substituents at positions 2, 3, and 6, specifically a chlorine atom, a formyl group, and a fluorine atom, respectively. These substituents contribute to its distinct chemical reactivity and biological activity.

Recent studies have highlighted the importance of 2-Chloro-6-fluoro-3-formylbenzoic acid in the development of novel therapeutic agents. Researchers have explored its role as a precursor in the synthesis of bioactive compounds, particularly in the context of anti-inflammatory and anticancer drug design. The presence of the formyl group at position 3 introduces versatility in chemical modifications, enabling the creation of derivatives with enhanced pharmacokinetic profiles.

One notable area of research involves the evaluation of 2-Chloro-6-fluoro-3-formylbenzoic acid as a potential lead compound for targeting specific cellular pathways. For instance, studies have demonstrated its ability to modulate enzymes involved in inflammation, such as cyclooxygenase (COX) and lipoxygenase (LOX). These findings suggest that the compound could serve as a foundation for developing safer and more effective anti-inflammatory agents compared to existing therapies.

In addition to its pharmacological applications, 2-Chloro-6-fluoro-3-formylbenzoic acid has also been investigated for its role in materials science. The molecule's aromatic structure and functional groups make it a candidate for use in the synthesis of advanced materials, such as organic semiconductors and sensors. Researchers have explored its electronic properties, which could be harnessed for applications in flexible electronics and optoelectronic devices.

The synthesis of 2-Chloro-6-fluoro-3-formylbenzoic acid involves multi-step organic reactions that require precise control over reaction conditions. Key steps include Friedel-Crafts alkylation for introducing substituents onto the aromatic ring and subsequent oxidation reactions to install the formyl group. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, making large-scale production more feasible.

From an environmental perspective, understanding the degradation pathways of 2-Chloro-6-fluoro-3-formylbenzoic acid is crucial for assessing its ecological impact. Studies have shown that the compound undergoes microbial degradation under aerobic conditions, with key intermediates being identified through metabolomics analysis. This information is essential for ensuring sustainable practices in its production and disposal.

Looking ahead, the potential applications of 2-Chloro-6-fluoro-3-formylbenzoic acid are vast and varied. Its role as a versatile building block in organic synthesis positions it as a valuable asset in both academic research and industrial development. As research continues to uncover new properties and functions of this compound, it is likely to play an increasingly important role in advancing science and technology.

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