Cas no 834907-51-6 (4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde)

4-(Benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde is a brominated aromatic aldehyde derivative with a benzyloxy and methoxy substituent, offering versatile reactivity in organic synthesis. Its dibromo substitution pattern enhances electrophilic properties, making it a valuable intermediate for cross-coupling reactions, such as Suzuki or Heck couplings, as well as nucleophilic aromatic substitutions. The benzyloxy group provides a protective functionality that can be selectively deprotected under mild conditions, while the aldehyde moiety allows for further derivatization, including condensation or reduction reactions. This compound is particularly useful in pharmaceutical and materials science research, where precise functionalization of aromatic systems is required. Its stability under standard conditions ensures reliable handling and storage.
4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde structure
834907-51-6 structure
Product Name:4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde
CAS No:834907-51-6
MF:C15H12Br2O3
MW:400.061983108521
MDL:MFCD01123245
CID:3057463
PubChem ID:4766597
Update Time:2025-10-28

4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde
    • STK348883
    • AKOS000290586
    • 4-benzyloxy-2,3-dibromo-5-methoxy-benzaldehyde
    • 2,3-dibromo-5-methoxy-4-phenylmethoxybenzaldehyde
    • Z2050110953
    • EN300-228063
    • CS-0302174
    • 834907-51-6
    • BBL039542
    • MDL: MFCD01123245
    • Inchi: 1S/C15H12Br2O3/c1-19-12-7-11(8-18)13(16)14(17)15(12)20-9-10-5-3-2-4-6-10/h2-8H,9H2,1H3
    • InChI Key: LBDBYGRZZHOMCX-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(C=O)=CC(=C1OCC1C=CC=CC=1)OC)Br

Computed Properties

  • Exact Mass: 399.91327Da
  • Monoisotopic Mass: 397.91532Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 307
  • 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: 4.2
  • Topological Polar Surface Area: 35.5?2

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Additional information on 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde

Comprehensive Overview of 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde (CAS No. 834907-51-6)

4-(Benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde (CAS No. 834907-51-6) is a highly specialized organic compound that has garnered significant attention in the fields of pharmaceutical research, agrochemical development, and advanced material science. This brominated aromatic aldehyde is characterized by its unique molecular structure, which includes a benzyloxy group, two bromo substituents, and a methoxy functionality. These features make it a valuable intermediate in the synthesis of complex molecules, particularly in the development of novel therapeutic agents and functional materials.

The compound's CAS number 834907-51-6 serves as a critical identifier for researchers and regulatory bodies, ensuring precise communication and documentation in scientific literature. Its systematic name, 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde, reflects its intricate chemical architecture, which is often a focal point in discussions about structure-activity relationships (SAR) and molecular design. Recent trends in organic chemistry highlight the growing demand for such halogenated benzaldehydes, as they are increasingly utilized in the development of high-performance materials and bioactive compounds.

One of the most frequently searched topics related to 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde is its application in medicinal chemistry. Researchers are particularly interested in its potential role as a building block for drug discovery, especially in the design of antimicrobial and anti-inflammatory agents. The presence of bromo atoms in its structure enhances its reactivity, making it a versatile precursor for cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions are pivotal in the synthesis of heterocyclic compounds, which are the backbone of many modern pharmaceuticals.

In addition to its pharmaceutical applications, CAS No. 834907-51-6 is also explored in the field of agrochemicals. The compound's benzyloxy and methoxy groups contribute to its lipophilicity, a property that is often leveraged in the development of pesticides and herbicides. Recent studies have investigated its potential as a synthon for designing crop protection agents, aligning with the global push for sustainable agriculture and green chemistry practices.

Another area of interest is the compound's utility in material science. The dibromo substitution pattern on the aromatic ring makes it a candidate for organic electronics, particularly in the synthesis of organic semiconductors and light-emitting diodes (OLEDs). With the rise of flexible electronics and wearable technology, researchers are keen to explore how 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde can contribute to the development of next-generation materials with enhanced optoelectronic properties.

The synthesis and handling of 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde require adherence to stringent laboratory safety protocols. While it is not classified as a hazardous substance, proper personal protective equipment (PPE) such as gloves and goggles should always be used. The compound's stability and storage conditions are also common queries among chemists, with recommendations typically including storage in a cool, dry place away from light and moisture to prevent degradation.

From an SEO perspective, keywords such as "brominated benzaldehyde derivatives," "organic synthesis intermediates," and "CAS 834907-51-6 applications" are highly relevant. These terms align with the search behavior of professionals in pharmaceutical R&D, academic research, and industrial chemistry. By focusing on these long-tail keywords, this content aims to address the specific informational needs of its target audience while maintaining a high level of technical accuracy and originality.

In conclusion, 4-(benzyloxy)-2,3-dibromo-5-methoxybenzaldehyde (CAS No. 834907-51-6) is a multifaceted compound with broad applicability across several scientific disciplines. Its unique chemical properties and synthetic versatility make it a subject of ongoing research, particularly in the context of drug development, agrochemical innovation, and advanced materials. As the scientific community continues to explore its potential, this compound is poised to play a pivotal role in addressing some of the most pressing challenges in modern chemistry and technology.

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