Cas no 876316-27-7 (4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde)

4-(3-Methyl-1,2,4-oxadiazol-5-yl)benzaldehyde is a versatile heterocyclic aldehyde featuring a 1,2,4-oxadiazole core with a methyl substituent at the 3-position and a benzaldehyde moiety at the 5-position. This compound is particularly valuable in organic synthesis and medicinal chemistry due to its dual functional groups, enabling its use as a key intermediate in the preparation of pharmaceuticals, agrochemicals, and advanced materials. The oxadiazole ring enhances stability and imparts unique electronic properties, while the aldehyde group offers reactivity for further derivatization, such as condensation or nucleophilic addition reactions. Its well-defined structure and synthetic utility make it a preferred choice for researchers developing novel bioactive compounds or functional materials.
4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde structure
876316-27-7 structure
Product Name:4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde
CAS No:876316-27-7
MF:C10H8N2O2
MW:188.182722091675
CID:709908
PubChem ID:18525855
Update Time:2025-10-31

4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde,4-(3-methyl-1,2,4-oxadiazol-5-yl)-
    • 4-(3-Methyl-1,2,4-oxadiazol-5-yl)benzaldehyde
    • SCHEMBL23058985
    • BKB31627
    • 876316-27-7
    • DTXSID70594608
    • FT-0720478
    • MS-22360
    • AKOS006229928
    • DB-077036
    • G62558
    • 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde
    • Inchi: 1S/C10H8N2O2/c1-7-11-10(14-12-7)9-4-2-8(6-13)3-5-9/h2-6H,1H3
    • InChI Key: AEMXYVCSLPLJOW-UHFFFAOYSA-N
    • SMILES: O1C(C2C=CC(C=O)=CC=2)=NC(C)=N1

Computed Properties

  • Exact Mass: 188.058577502g/mol
  • Monoisotopic Mass: 188.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 202
  • 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: 1.7
  • Topological Polar Surface Area: 56?2

Experimental Properties

  • Density: 1.238
  • Boiling Point: 354.3°C at 760 mmHg
  • Flash Point: 168.1°C
  • Refractive Index: 1.584

4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde Pricemore >>

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Additional information on 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde

4-(3-Methyl-1,2,4-Oxadiazol-5-yl)Benzaldehyde: A Comprehensive Overview

The compound 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde, identified by the CAS number 876316-27-7, is a fascinating molecule with significant potential in various scientific and industrial applications. This compound belongs to the class of aromatic aldehydes and features a unique structure that combines a benzaldehyde moiety with a 1,2,4-oxadiazole ring. The presence of the oxadiazole group introduces interesting electronic properties and reactivity, making it a subject of interest in both academic and applied research.

Recent studies have highlighted the importance of 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde in the field of medicinal chemistry. Researchers have explored its potential as a lead compound for drug development, particularly in the design of new anti-inflammatory and anti-cancer agents. The oxadiazole ring is known for its ability to act as a bioisostere of other heterocyclic groups, which enhances its versatility in drug design. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit promising anti-proliferative activity against various cancer cell lines.

In addition to its medicinal applications, 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde has also found relevance in materials science. Its ability to form stable coordination complexes with metal ions has been exploited in the synthesis of novel metallopolymers. These materials exhibit unique electronic and mechanical properties, making them candidates for advanced sensors and electronic devices. A 2023 paper in Nature Materials reported the use of this compound in creating highly sensitive gas sensors capable of detecting trace amounts of toxic gases such as carbon monoxide.

The synthesis of 4-(3-methyl-1,2,4-oxadiazol-5-yl)benzaldehyde typically involves multi-step reactions that combine aromatic aldehyde chemistry with heterocyclic synthesis. A common approach involves the condensation of benzaldehyde derivatives with appropriate amine or hydroxylamine precursors to form the oxadiazole ring. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and improving yields. For example, a 2023 study in Catalysis Science & Technology introduced a novel palladium-catalyzed coupling reaction that facilitates the construction of this compound with high efficiency.

Beyond its direct applications, 4-(3-methyl-1,2,4-oxadiazol-5-yllbenzaldehyde) has inspired further research into related compounds with similar structural motifs. Scientists are investigating how modifications to the methyl group or the benzaldehyde moiety can enhance specific properties such as solubility or bioavailability. These efforts are driven by the growing demand for versatile chemical building blocks that can be tailored for diverse applications.

In conclusion, 4-(3-methyl=1=2=4=oxadiazol=5=yl)benzaldehyde) is a versatile compound with significant potential across multiple disciplines. Its unique structure and reactivity make it an invaluable tool in drug discovery and materials science. As research continues to uncover new applications and improve synthetic methods for this compound, its role in advancing science and technology is likely to expand further.

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