Cas no 40359-58-8 (3-[(4-methylphenyl)methoxy]benzaldehyde)

3-[(4-methylphenyl)methoxy]benzaldehyde is a synthetic aromatic aldehyde featuring a benzaldehyde core substituted with a 4-methylbenzyloxy group at the meta position. This compound is of interest in organic synthesis due to its reactive aldehyde functionality, which facilitates further derivatization, such as condensation or reduction reactions. The presence of the 4-methylphenylmethoxy group enhances its stability and influences electronic properties, making it useful in the preparation of intermediates for pharmaceuticals, agrochemicals, or specialty chemicals. Its well-defined structure ensures consistent reactivity, while the methyl substitution offers potential for tailored solubility and steric effects in target applications. Suitable for controlled reactions requiring selective aldehyde participation.
3-[(4-methylphenyl)methoxy]benzaldehyde structure
40359-58-8 structure
Product Name:3-[(4-methylphenyl)methoxy]benzaldehyde
CAS No:40359-58-8
MF:C15H14O2
MW:226.270464420319
MDL:MFCD03422459
CID:1074748
PubChem ID:693313
Update Time:2025-08-05

3-[(4-methylphenyl)methoxy]benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-((4-Methylbenzyl)oxy)benzaldehyde
    • 3-[(4-Methylbenzyl)oxy]benzaldehyde
    • 3-(4-methylbenzyloxy)benzaldehyde
    • 3-(4-methyl-benzyloxy)-benzaldehyde
    • AC1LEW1Z
    • AC1Q6QDS
    • benzaldehyde, 3-[(4-methylphenyl)methoxy]-
    • CTK4I2927
    • F1950-0184
    • 3-[(4-methylphenyl)methoxy]benzaldehyde
    • Z26384046
    • 3-(p-Tolylmethoxy)benzaldehyde
    • RALZJSWDPJNFQA-UHFFFAOYSA-N
    • EN300-92294
    • 3-[(4-Methylbenzyl)oxy]benzaldehyde, AldrichCPR
    • CS-0207227
    • MFCD03422459
    • SCHEMBL7222954
    • AKOS000202153
    • VS-04116
    • SR-01000265196
    • CHEMBL4161458
    • 40359-58-8
    • BBL014019
    • E84129
    • DTXSID70351218
    • STK198945
    • ALBB-001295
    • SR-01000265196-1
    • MDL: MFCD03422459
    • Inchi: 1S/C15H14O2/c1-12-5-7-13(8-6-12)11-17-15-4-2-3-14(9-15)10-16/h2-10H,11H2,1H3
    • InChI Key: RALZJSWDPJNFQA-UHFFFAOYSA-N
    • SMILES: O(C1C=CC=C(C=O)C=1)CC1C=CC(C)=CC=1

Computed Properties

  • Exact Mass: 226.099379685g/mol
  • Monoisotopic Mass: 226.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 231
  • 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: 3.2
  • Topological Polar Surface Area: 26.3?2

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Additional information on 3-[(4-methylphenyl)methoxy]benzaldehyde

Introduction to 3-[(4-methylphenyl)methoxy]benzaldehyde (CAS No. 40359-58-8)

3-[(4-methylphenyl)methoxy]benzaldehyde, identified by its Chemical Abstracts Service (CAS) number 40359-58-8, is a significant organic compound with a rich chemical structure that has garnered attention in the field of pharmaceutical and medicinal chemistry. This aromatic aldehyde features a methoxy-substituted benzene ring linked to a phenyl group, which contributes to its unique reactivity and potential applications in synthetic chemistry and drug development.

The molecular formula of 3-[(4-methylphenyl)methoxy]benzaldehyde is C14H14O2, reflecting its composition of carbon, hydrogen, and oxygen atoms. The presence of both an aldehyde group and an electron-donating methoxy group makes this compound a versatile intermediate in organic synthesis. The 4-methylphenyl moiety introduces steric and electronic effects that can influence the compound's interactions with biological targets, making it a valuable building block for designing novel molecules.

In recent years, the pharmaceutical industry has shown increasing interest in aromatic aldehydes due to their role as key intermediates in the synthesis of bioactive compounds. 3-[(4-methylphenyl)methoxy]benzaldehyde has been explored in several research studies for its potential pharmacological properties. Its structural features suggest applications in the development of drugs targeting neurological disorders, inflammation, and other therapeutic areas. The compound's ability to serve as a precursor for more complex molecules has made it a subject of interest for medicinal chemists seeking to optimize drug-like properties such as solubility, bioavailability, and metabolic stability.

One of the most compelling aspects of 3-[(4-methylphenyl)methoxy]benzaldehyde is its utility in constructing heterocyclic frameworks, which are prevalent in many pharmacologically active agents. Researchers have utilized this compound to synthesize derivatives with enhanced binding affinity to biological receptors. For instance, studies have demonstrated its role in generating small-molecule inhibitors that modulate enzyme activity relevant to metabolic diseases. The aldehyde group provides a reactive site for further functionalization, allowing chemists to introduce additional substituents that fine-tune the compound's biological activity.

The synthesis of 3-[(4-methylphenyl)methoxy]benzaldehyde typically involves classical organic reactions such as formylation and etherification. Advanced synthetic methodologies, including palladium-catalyzed cross-coupling reactions, have also been employed to achieve higher yields and purities. These synthetic strategies highlight the compound's adaptability in modern chemical synthesis, enabling access to structurally diverse derivatives for drug discovery.

Recent advancements in computational chemistry have further enhanced the understanding of 3-[(4-methylphenyl)methoxy]benzaldehyde's interactions with biological targets. Molecular docking studies have revealed its potential binding pockets in proteins associated with cancer pathways and neurodegenerative diseases. These insights have guided the design of next-generation compounds with improved therapeutic profiles. Additionally, spectroscopic techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS) have been instrumental in characterizing the compound's structure and confirming its suitability for further derivatization.

The pharmacological evaluation of 3-[(4-methylphenyl)methoxy]benzaldehyde has yielded promising results in preclinical studies. Its derivatives have demonstrated anti-inflammatory and antioxidant properties, making them candidates for treating chronic inflammatory conditions and oxidative stress-related disorders. Furthermore, the compound's ability to cross the blood-brain barrier has opened avenues for exploring its potential in central nervous system (CNS) drug development. These findings underscore the importance of 3-[(4-methylphenyl)methoxy]benzaldehyde as a scaffold for generating novel therapeutics.

In conclusion, 3-[(4-methylphenyl)methoxy]benzaldehyde (CAS No. 40359-58-8) represents a valuable intermediate in pharmaceutical chemistry with diverse applications. Its unique structural features and reactivity make it an attractive candidate for synthesizing bioactive molecules targeting various diseases. As research continues to uncover new synthetic routes and pharmacological applications, this compound is poised to play an increasingly significant role in drug discovery and development.

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