Cas no 27799-90-2 (4-Methoxy-1H-benzotriazole)

4-Methoxy-1H-benzotriazole is a heterocyclic compound featuring a benzotriazole core substituted with a methoxy group at the 4-position. This derivative exhibits enhanced solubility and stability compared to unsubstituted benzotriazole, making it valuable in corrosion inhibition, particularly in aqueous systems. Its electron-donating methoxy group improves coordination with metal surfaces, offering effective protection against oxidation and tarnishing. The compound also serves as a versatile intermediate in organic synthesis, enabling the preparation of functionalized benzotriazole derivatives for pharmaceutical and agrochemical applications. Its balanced reactivity and compatibility with various solvents underscore its utility in industrial and research settings.
4-Methoxy-1H-benzotriazole structure
4-Methoxy-1H-benzotriazole structure
Product Name:4-Methoxy-1H-benzotriazole
CAS No:27799-90-2
MF:C7H7N3O
MW:149.149980783463
MDL:MFCD28539318
CID:2662323
PubChem ID:590941
Update Time:2025-05-19

4-Methoxy-1H-benzotriazole Chemical and Physical Properties

Names and Identifiers

    • 4-methoxy-2H-benzotriazole
    • SCHEMBL11144420
    • EN300-6792123
    • 7-methoxy-1~{H}-benzotriazole
    • 4-Methoxy-1H-1,2,3-benzotriazole
    • 7-Methoxy-1H-1,2,3-benzotriazole
    • QHB
    • 7-methoxy-1H-benzo[d][1,2,3]triazole
    • Z1862018549
    • 1H-Benzotriazole, 4-methoxy-
    • SCHEMBL17697488
    • 4-Methoxy-1H-benzotriazole
    • F95518
    • BDBM50575916
    • DTXSID10343617
    • SCHEMBL6470134
    • 4-Methoxy-1H-1,2,3-benzotriazole #
    • MFCD27948634
    • CHEMBL4879253
    • (4-methoxy)benzotriazole
    • SCHEMBL10946695
    • 27799-90-2
    • CBA79990
    • AKOS037651988
    • 852-373-1
    • MDL: MFCD28539318
    • Inchi: 1S/C7H7N3O/c1-11-6-4-2-3-5-7(6)9-10-8-5/h2-4H,1H3,(H,8,9,10)
    • InChI Key: BFBZLCUTOUZMLJ-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=CC2C1=NNN=2

Computed Properties

  • Exact Mass: 149.058911855g/mol
  • Monoisotopic Mass: 149.058911855g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 142
  • 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
  • Topological Polar Surface Area: 50.8?2

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Additional information on 4-Methoxy-1H-benzotriazole

4-Methoxy-1H-benzotriazole (CAS No. 27799-90-2): An Overview of Its Properties, Applications, and Recent Research

4-Methoxy-1H-benzotriazole (CAS No. 27799-90-2) is a versatile organic compound that has gained significant attention in various scientific and industrial applications. This compound, also known as Methyl 1H-benzotriazole-4-carboxylate, is characterized by its unique chemical structure and properties, making it a valuable reagent in synthetic chemistry, pharmaceuticals, and materials science.

The molecular formula of 4-Methoxy-1H-benzotriazole is C8H8N3O, and its molecular weight is 156.17 g/mol. The compound features a benzotriazole ring with a methoxy group attached to the 4-position, which imparts specific chemical reactivity and stability. The benzotriazole moiety is known for its excellent chelating properties, making it useful in various coordination chemistry applications.

In the realm of synthetic chemistry, 4-Methoxy-1H-benzotriazole has been widely used as a protecting group for carboxylic acids and alcohols. Its ability to form stable esters and ethers allows for the selective protection of functional groups during complex multi-step syntheses. This property has been leveraged in the synthesis of natural products, pharmaceutical intermediates, and fine chemicals.

Recent research has highlighted the potential of 4-Methoxy-1H-benzotriazole in pharmaceutical development. Studies have shown that compounds containing the benzotriazole scaffold exhibit a range of biological activities, including anti-inflammatory, antiviral, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of 4-Methoxy-1H-benzotriazole demonstrated potent inhibitory effects against specific kinases involved in cancer cell proliferation.

In materials science, 4-Methoxy-1H-benzotriazole has found applications as a corrosion inhibitor for metals. Its ability to form stable complexes with metal ions makes it effective in preventing corrosion in various industrial settings. Additionally, the compound has been used as a ligand in the synthesis of metal-organic frameworks (MOFs), which have potential applications in gas storage, catalysis, and drug delivery.

The environmental impact of 4-Methoxy-1H-benzotriazole has also been a subject of recent research. Studies have investigated its biodegradability and toxicity to ensure its safe use in industrial processes. Results indicate that the compound is relatively biodegradable and exhibits low toxicity to aquatic organisms, making it a more environmentally friendly option compared to some traditional reagents.

In conclusion, 4-Methoxy-1H-benzotriazole (CAS No. 27799-90-2) is a multifaceted compound with diverse applications in synthetic chemistry, pharmaceuticals, and materials science. Its unique chemical properties and recent advancements in research highlight its potential for further development and innovation in these fields. As ongoing studies continue to explore new uses and improve our understanding of this compound, it remains an important reagent for scientists and researchers worldwide.

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