Cas no 103808-42-0 (2,5-dimethoxy-3,4,6-trimethylbenzaldehyde)

2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde is a substituted benzaldehyde derivative characterized by its methoxy and methyl functional groups at specific positions on the aromatic ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the production of fine chemicals, pharmaceuticals, and specialty materials. Its structured substitution pattern enhances reactivity in electrophilic aromatic substitution and condensation reactions, making it valuable for constructing complex molecular frameworks. The presence of methoxy groups improves solubility in polar solvents, while the methyl substituents contribute to steric and electronic effects, influencing regioselectivity in further derivatization. The compound is typically handled under controlled conditions due to its sensitivity to oxidation.
2,5-dimethoxy-3,4,6-trimethylbenzaldehyde structure
103808-42-0 structure
Product Name:2,5-dimethoxy-3,4,6-trimethylbenzaldehyde
CAS No:103808-42-0
MF:C12H16O3
MW:208.253643989563
CID:1143522
PubChem ID:2752605
Update Time:2025-05-20

2,5-dimethoxy-3,4,6-trimethylbenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 2,5-dimethoxy-3,4,6-trimethyl-
    • 2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde
    • 2,5‐DIMETHOXY‐3,4,6‐TRIMETHYLBENZALDEHYDE
    • 103808-42-0
    • ALBB-035585
    • EN300-1703480
    • DTXSID80372914
    • Z1509590704
    • OZPXKDPPORMRFL-UHFFFAOYSA-N
    • SCHEMBL1637371
    • G67624
    • AKOS004907391
    • 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde
    • Inchi: 1S/C12H16O3/c1-7-8(2)12(15-5)10(6-13)9(3)11(7)14-4/h6H,1-5H3
    • InChI Key: OZPXKDPPORMRFL-UHFFFAOYSA-N
    • SMILES: O(C)C1=C(C)C(C=O)=C(C(C)=C1C)OC

Computed Properties

  • Exact Mass: 208.10998
  • Monoisotopic Mass: 208.11
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 217
  • 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: 35.5?2

Experimental Properties

  • Density: 1.052
  • Boiling Point: 338.781 °C at 760 mmHg
  • Flash Point: 149.846 °C
  • PSA: 35.53
  • LogP: 2.44150

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2,5-dimethoxy-3,4,6-trimethylbenzaldehyde Related Literature

Additional information on 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde

Comprehensive Analysis of 2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde (CAS No. 103808-42-0)

2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde (CAS No. 103808-42-0) is a highly specialized aromatic aldehyde compound with a unique molecular structure. This organic intermediate has garnered significant attention in recent years due to its potential applications in pharmaceutical synthesis, flavor and fragrance development, and advanced material science. The compound's distinctive methoxy and methyl substitutions on the benzaldehyde core contribute to its remarkable chemical properties and reactivity patterns.

In the context of current research trends, scientists are particularly interested in how 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde can serve as a key building block for complex molecular architectures. Its electron-rich aromatic system makes it valuable for designing functional materials with specific optical or electronic properties. Many researchers are investigating its potential in creating novel organic semiconductors or photoactive compounds, aligning with the growing demand for sustainable energy solutions and advanced electronic devices.

The synthesis and applications of 103808-42-0 frequently appear in discussions about green chemistry and sustainable synthesis methods. With increasing environmental awareness, chemists are exploring catalytic processes and atom-economical routes to produce this compound more efficiently. Recent publications have highlighted its role in biocatalysis studies, where enzymatic transformations offer cleaner alternatives to traditional synthetic methods.

From a commercial perspective, 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde has become a subject of interest for specialty chemical manufacturers. Its potential in fine fragrance creation stems from its complex aromatic profile, which combines woody, sweet, and slightly spicy notes. Perfumers value such multifunctional aldehydes for their ability to add depth and complexity to modern fragrance compositions.

In pharmaceutical research, the CAS 103808-42-0 compound is being evaluated as a precursor for various biologically active molecules. Its structural features make it particularly suitable for developing central nervous system-targeting compounds, though research in this area remains in early stages. The compound's methoxy groups and steric hindrance from the methyl substitutions create interesting possibilities for molecular recognition and receptor binding studies.

Analytical chemists have developed specialized chromatographic methods for characterizing 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde purity and stability. Advanced techniques like HPLC-MS and NMR spectroscopy are routinely employed to ensure quality control in research and production settings. These methods are crucial given the compound's sensitivity to oxidation and light exposure, which are common concerns for aromatic aldehydes.

The growing interest in custom synthesis services has increased demand for 103808-42-0 as a research chemical. Academic laboratories and R&D departments frequently seek this compound for structure-activity relationship studies or as a starting material for more complex derivatives. Suppliers have responded by offering various packaging options and purity grades to meet diverse research needs.

From a regulatory standpoint, proper handling of 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde requires standard laboratory safety protocols. While not classified as hazardous under normal conditions, researchers should employ appropriate personal protective equipment when working with this compound. Storage recommendations typically suggest cool, dry conditions in airtight containers to maintain stability over extended periods.

Future research directions for CAS 103808-42-0 may explore its potential in supramolecular chemistry applications or as a component in metal-organic frameworks (MOFs). The compound's ability to participate in non-covalent interactions through its aldehyde group and aromatic system makes it an interesting candidate for designing functional molecular assemblies. Such applications align well with current interests in smart materials and molecular devices.

In conclusion, 2,5-dimethoxy-3,4,6-trimethylbenzaldehyde represents a versatile and scientifically valuable compound with diverse potential applications. Its unique combination of substituent effects and reactivity patterns continues to inspire innovation across multiple scientific disciplines. As research methodologies advance and new application areas emerge, this compound will likely maintain its status as an important chemical building block in both academic and industrial settings.

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