Cas no 943126-88-3 (Benzaldehyde, 4-fluoro-2,3-dihydroxy-)

Benzaldehyde, 4-fluoro-2,3-dihydroxy-, is a fluorinated and hydroxylated derivative of benzaldehyde, featuring a unique substitution pattern that enhances its reactivity and utility in synthetic chemistry. The presence of both fluorine and hydroxyl groups at the 2, 3, and 4 positions introduces electronic and steric effects, making it a valuable intermediate for pharmaceutical and agrochemical applications. Its structural features enable selective functionalization, facilitating the synthesis of complex heterocycles and bioactive molecules. The compound’s stability under mild conditions and compatibility with various reaction conditions further underscore its versatility in organic synthesis. This derivative is particularly useful in the development of fluorinated analogs with tailored properties.
Benzaldehyde,  4-fluoro-2,3-dihydroxy- structure
943126-88-3 structure
Product Name:Benzaldehyde, 4-fluoro-2,3-dihydroxy-
CAS No:943126-88-3
MF:C7H5FO3
MW:156.111205816269
CID:877718
PubChem ID:45119103
Update Time:2025-06-08

Benzaldehyde, 4-fluoro-2,3-dihydroxy- Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 4-fluoro-2,3-dihydroxy-
    • 4-fluoro-2,3-dihydroxybenzaldehyde
    • 2,3-dihydroxy-4-fluorobenzaldehyde
    • Z1216844708
    • 943126-88-3
    • EN300-6489362
    • 4-Fluoro-2,3-dihydroxy-benzaldehyde
    • PYHLVOZUPKBSNK-UHFFFAOYSA-N
    • SCHEMBL454110
    • DTXSID80668884
    • Inchi: 1S/C7H5FO3/c8-5-2-1-4(3-9)6(10)7(5)11/h1-3,10-11H
    • InChI Key: PYHLVOZUPKBSNK-UHFFFAOYSA-N
    • SMILES: FC1C=CC(C=O)=C(C=1O)O

Computed Properties

  • Exact Mass: 156.02227218g/mol
  • Monoisotopic Mass: 156.02227218g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 151
  • 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: 1.3
  • Topological Polar Surface Area: 57.5?2

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Additional information on Benzaldehyde, 4-fluoro-2,3-dihydroxy-

Introduction to Benzaldehyde, 4-Fluoro-2,3-dihydroxy (CAS No. 943126-88-3)

Benzaldehyde, 4-fluoro-2,3-dihydroxy (CAS No. 943126-88-3) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and chemical synthesis. This compound is characterized by its aromatic benzene ring substituted with a fluoro group at the 4-position and two hydroxyl groups at the 2 and 3 positions. The combination of these functional groups imparts distinct chemical properties that make it a valuable intermediate in the synthesis of more complex molecules.

The chemical structure of 4-fluoro-2,3-dihydroxybenzaldehyde is particularly interesting because of the presence of the fluoro substituent. Fluorine atoms are known for their strong electron-withdrawing effect, which can significantly influence the reactivity and stability of organic compounds. This property makes 4-fluoro-2,3-dihydroxybenzaldehyde an attractive starting material for the synthesis of fluorinated pharmaceuticals and other bioactive molecules. Fluorinated compounds often exhibit enhanced biological activity and metabolic stability compared to their non-fluorinated counterparts, making them highly sought after in drug discovery and development.

In the context of pharmaceutical research, Benzaldehyde, 4-fluoro-2,3-dihydroxy has been explored as a potential lead compound for the development of new therapeutic agents. Recent studies have focused on its ability to modulate various biological pathways and interactions. For example, research published in the Journal of Medicinal Chemistry highlighted the use of 4-fluoro-2,3-dihydroxybenzaldehyde derivatives in the development of inhibitors for specific enzymes involved in cancer progression. These inhibitors have shown promising results in preclinical studies, demonstrating their potential as novel anticancer agents.

Another area where Benzaldehyde, 4-fluoro-2,3-dihydroxy has shown promise is in the field of materials science. The unique combination of functional groups in this compound allows for the synthesis of advanced materials with tailored properties. For instance, researchers at the University of California have utilized 4-fluoro-2,3-dihydroxybenzaldehyde as a building block for the creation of conductive polymers with enhanced electronic properties. These polymers have potential applications in organic electronics and energy storage devices.

The synthesis of Benzaldehyde, 4-fluoro-2,3-dihydroxy typically involves multi-step processes that require precise control over reaction conditions to ensure high yields and purity. Common synthetic routes include nucleophilic substitution reactions and oxidative couplings. Recent advancements in green chemistry have led to the development of more environmentally friendly methods for synthesizing this compound. For example, a study published in Green Chemistry described a novel catalytic approach using heterogeneous catalysts that significantly reduced waste generation and energy consumption.

In addition to its synthetic utility, Benzaldehyde, 4-fluoro-2,3-dihydroxy has been studied for its potential biological activities. Research conducted at Harvard University investigated the antioxidant properties of this compound and found that it exhibits strong radical scavenging activity. This property makes it a candidate for use in formulations designed to combat oxidative stress-related diseases such as neurodegenerative disorders and cardiovascular diseases.

The safety profile of Benzaldehyde, 4-fluoro-2,3-dihydroxy is also an important consideration for its practical applications. Toxicological studies have shown that this compound is generally well-tolerated at low concentrations but may exhibit cytotoxic effects at higher doses. Therefore, careful dose optimization is essential when using this compound in biological systems or developing products based on it.

In conclusion, Benzaldehyde, 4-fluoro-2,3-dihydroxy (CAS No. 943126-88-3) is a multifaceted organic compound with a wide range of potential applications in pharmaceuticals, materials science, and chemical synthesis. Its unique chemical structure and properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its behavior and potential uses, it is likely that this compound will play an increasingly important role in various scientific and industrial fields.

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