Cas no 107694-28-0 (2,6-diethoxybenzaldehyde)

2,6-Diethoxybenzaldehyde (CAS: 17769-62-9) is a versatile aromatic aldehyde characterized by its two ethoxy substituents at the ortho positions relative to the formyl group. This structural feature enhances its electron-donating properties and steric hindrance, making it valuable in organic synthesis, particularly as a precursor for pharmaceuticals, agrochemicals, and fine chemicals. Its high purity and stability under various reaction conditions facilitate its use in complex transformations, such as the synthesis of heterocyclic compounds or chiral ligands. The compound's distinct reactivity profile allows selective functionalization, enabling tailored modifications for target applications. Its solubility in common organic solvents further enhances its utility in laboratory and industrial settings.
2,6-diethoxybenzaldehyde structure
2,6-diethoxybenzaldehyde structure
Product Name:2,6-diethoxybenzaldehyde
CAS No:107694-28-0
MF:C11H14O3
MW:194.227063655853
MDL:MFCD24675985
CID:1184249
PubChem ID:19835680
Update Time:2025-07-02

2,6-diethoxybenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 2,6-diethoxy-
    • 2,6-diethoxybenzaldehyde
    • SCHEMBL4180647
    • CUUREIYEOSIMDQ-UHFFFAOYSA-N
    • DTXSID701312821
    • A1-21175
    • Z1511771680
    • 2,6-Diethoxybenzaldehyde, AldrichCPR
    • 2,6-DIETHOXY-BENZALDEHYDE
    • EN300-842740
    • 107694-28-0
    • MDL: MFCD24675985
    • Inchi: 1S/C11H14O3/c1-3-13-10-6-5-7-11(14-4-2)9(10)8-12/h5-8H,3-4H2,1-2H3
    • InChI Key: CUUREIYEOSIMDQ-UHFFFAOYSA-N
    • SMILES: O(CC)C1C=CC=C(C=1C=O)OCC

Computed Properties

  • Exact Mass: 194.094294304g/mol
  • Monoisotopic Mass: 194.094294304g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 156
  • 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: 2.1
  • Topological Polar Surface Area: 35.5?2

2,6-diethoxybenzaldehyde Pricemore >>

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2,6-diethoxybenzaldehyde Related Literature

Additional information on 2,6-diethoxybenzaldehyde

Introduction to 2,6-diethoxybenzaldehyde (CAS No. 107694-28-0)

2,6-diethoxybenzaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 107694-28-0, is a significant organic compound that has garnered considerable attention in the field of pharmaceutical chemistry and synthetic organic chemistry. This aromatic aldehyde features a benzene ring substituted with two ethoxy groups at the 2- and 6-positions, coupled with a formyl group at the 1-position. Its unique structural attributes make it a versatile intermediate in the synthesis of various pharmacologically active molecules, including potential candidates for medicinal applications.

The compound’s chemical formula is C10H12O2, reflecting its composition of ten carbon atoms, twelve hydrogen atoms, and two oxygen atoms. As an aldehyde derivative, 2,6-diethoxybenzaldehyde exhibits characteristic reactivity patterns typical of aromatic aldehydes, including electrophilic aromatic substitution and condensation reactions. These properties have positioned it as a valuable building block in organic synthesis, particularly in the construction of more complex molecular architectures.

In recent years, there has been growing interest in exploring the pharmacological potential of 2,6-diethoxybenzaldehyde and its derivatives. The presence of ethoxy groups at the 2- and 6-positions introduces steric and electronic effects that can modulate the compound’s biological activity. Preliminary studies have suggested that derivatives of this scaffold may exhibit properties relevant to neurological and anti-inflammatory applications. For instance, modifications to the benzene ring or the aldehyde functionality could lead to compounds with enhanced binding affinity to specific biological targets.

The synthesis of 2,6-diethoxybenzaldehyde typically involves multi-step organic transformations starting from commercially available precursors. One common approach involves the ethylation of a hydroxylated benzaldehyde precursor followed by formylation at the appropriate position. Advances in catalytic methods have enabled more efficient and sustainable routes to this compound, aligning with the broader goals of green chemistry. These innovations not only improve yield but also reduce waste, making the production of 2,6-diethoxybenzaldehyde more environmentally friendly.

From a research perspective, 2,6-diethoxybenzaldehyde serves as a key intermediate in the development of novel therapeutic agents. Its structural motif is reminiscent of several known bioactive compounds, suggesting that it could be a precursor to drugs targeting various diseases. For example, analogs with similar substitution patterns have shown promise in preclinical studies for their ability to interact with enzymes or receptors involved in metabolic disorders. The aldehyde group provides a reactive site for further functionalization, allowing chemists to tailor the molecule’s properties for specific applications.

The compound’s stability under various conditions makes it suitable for both laboratory-scale investigations and potential industrial applications. Storage conditions typically involve keeping it in an inert atmosphere at controlled temperatures to prevent degradation. Solubility studies have indicated that 2,6-diethoxybenzaldehyde is moderately soluble in organic solvents such as ethanol and dichloromethane but poorly soluble in water, which influences its handling and formulation in pharmaceutical formulations.

In conclusion,2,6-diethoxybenzaldehyde (CAS No. 107694-28-0) is a structurally interesting and synthetically useful compound with significant implications in medicinal chemistry. Its role as an intermediate in drug discovery underscores its importance in modern chemical research. As methodologies for organic synthesis continue to evolve,2,6-diethoxybenzaldehyde will likely remain a relevant and valuable component in the quest for new therapeutic solutions.

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