Cas no 223578-03-8 (2-methoxy-3-(methoxymethoxy)benzaldehyde)

2-methoxy-3-(methoxymethoxy)benzaldehyde structure
223578-03-8 structure
Product Name:2-methoxy-3-(methoxymethoxy)benzaldehyde
CAS No:223578-03-8
MF:C10H12O4
MW:196.199883460999
CID:1409642
PubChem ID:22928750
Update Time:2025-09-22

2-methoxy-3-(methoxymethoxy)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 2-methoxy-3-(methoxymethoxy)-
    • 2-methoxy-3-(methoxymethoxy)benzaldehyde
    • SCHEMBL4683638
    • AKOS032470277
    • starbld0020805
    • F9994-5179
    • 223578-03-8
    • Inchi: 1S/C10H12O4/c1-12-7-14-9-5-3-4-8(6-11)10(9)13-2/h3-6H,7H2,1-2H3
    • InChI Key: KFNWSDDHWJKLPW-UHFFFAOYSA-N
    • SMILES: O(COC)C1C=CC=C(C=O)C=1OC

Computed Properties

  • Exact Mass: 196.07355886g/mol
  • Monoisotopic Mass: 196.07355886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 5
  • Complexity: 172
  • 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: 44.8?2

2-methoxy-3-(methoxymethoxy)benzaldehyde Pricemore >>

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2-methoxy-3-(methoxymethoxy)benzaldehyde Related Literature

Additional information on 2-methoxy-3-(methoxymethoxy)benzaldehyde

Introduction to 2-methoxy-3-(methoxymethoxy)benzaldehyde (CAS No. 223578-03-8)

2-methoxy-3-(methoxymethoxy)benzaldehyde, identified by its Chemical Abstracts Service (CAS) number 223578-03-8, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This aromatic aldehyde features a unique structural motif, combining methoxy and methoxymethoxy substituents, which endows it with distinct chemical properties and potential biological activities. The compound's molecular structure, characterized by a benzaldehyde core with two methoxy groups at the 2-position and 3-position respectively, makes it a versatile intermediate in synthetic chemistry and a promising candidate for further exploration in drug discovery.

The significance of 2-methoxy-3-(methoxymethoxy)benzaldehyde lies in its potential applications across multiple domains. In pharmaceutical research, aldehydes are widely recognized for their role as key intermediates in the synthesis of various bioactive molecules. The presence of multiple methoxy groups in this compound suggests that it may exhibit enhanced solubility and metabolic stability, which are critical factors for drug candidates. Furthermore, the structural features of this benzaldehyde derivative could make it a valuable scaffold for designing novel compounds with improved pharmacokinetic profiles.

Recent advancements in computational chemistry and molecular modeling have facilitated a deeper understanding of the interactions between 2-methoxy-3-(methoxymethoxy)benzaldehyde and biological targets. Studies have indicated that aromatic aldehydes can interact with proteins through hydrogen bonding, hydrophobic interactions, and π-stacking effects. The methoxy groups in this compound may modulate these interactions, potentially enhancing binding affinity or selectivity. This has opened up new avenues for designing targeted therapeutics, particularly in the treatment of neurological disorders and inflammatory conditions where precise molecular recognition is essential.

In the realm of agrochemicals, the compound's structural characteristics make it a candidate for developing novel pesticides or herbicides. The methoxymethoxy group introduces steric hindrance and electronic effects that can influence the compound's bioactivity against pests or weeds. Research has shown that benzaldehyde derivatives can act as pheromone mimics or disrupt metabolic pathways in pests, offering a sustainable approach to crop protection. The unique combination of substituents in 2-methoxy-3-(methoxymethoxy)benzaldehyde may enhance its efficacy while minimizing environmental impact.

The synthesis of 2-methoxy-3-(methoxymethoxy)benzaldehyde represents another area of interest. Traditional synthetic routes often involve multi-step processes with limited yields or harsh reaction conditions. However, recent innovations in catalytic methods have enabled more efficient and environmentally friendly approaches. For instance, transition metal-catalyzed cross-coupling reactions have been employed to construct the benzaldehyde core with high precision. Additionally, green chemistry principles have guided the development of solvent-free or aqueous-based synthetic protocols, reducing waste and energy consumption.

One notable application of 2-methoxy-3-(methoxymethoxy)benzaldehyde is in the synthesis of chiral compounds. The presence of stereocenters adjacent to the aldehyde group allows for the preparation of enantiomerically pure derivatives, which are crucial for many pharmaceutical applications. Enantioselective catalysis has been explored as a means to achieve high enantiomeric excess (ee) values, ensuring that only one stereoisomer is produced. This approach aligns with the growing demand for enantiopure drugs that exhibit improved therapeutic outcomes.

The compound's role as a building block for more complex molecules cannot be overstated. In medicinal chemistry, fragment-based drug design relies on identifying small molecules like 2-methoxy-3-(methoxymethoxy)benzaldehyde that can be linked together to form potent drug candidates. Its structural versatility allows chemists to modify various positions on the benzene ring or attach different functional groups, leading to libraries of diverse compounds for high-throughput screening (HTS). Such an approach has accelerated the discovery process in drug development pipelines.

Electrochemical methods have also been investigated as an alternative route to synthesizing 2-methoxy-3-(methoxymethoxy)benzaldehyde. Electroorganic reactions offer advantages such as mild conditions, high selectivity, and reduced reliance on hazardous reagents. By leveraging electrochemical oxidation or reduction processes, researchers can construct complex organic molecules with greater efficiency and sustainability. This aligns with global efforts to transition toward greener chemical manufacturing practices.

The future prospects of 2-methoxy-3-(methoxymeth oxy)benzaldehyde are promising, driven by ongoing research into its biological activities and synthetic applications. As computational tools become more sophisticated, virtual screening methods can be employed to identify new uses for this compound within drug discovery programs. Additionally, advances in biocatalysis may enable enzymatic routes to produce derivatives with tailored properties.

In conclusion,2-meth oxy-3-(methoxymeth oxy)benzaldehyde (CAS No. 223578-03-8) is a multifaceted compound with significant potential across pharmaceuticals and agrochemicals. Its unique structural features make it an attractive intermediate for synthetic chemists and a promising candidate for developing novel therapeutics or sustainable crop protection agents. As research continues to uncover new applications and efficient synthetic strategies,this benzaldehyde derivative is poised to play an increasingly important role in modern chemical science.

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