Cas no 58758-45-5 (3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde)

3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde is a synthetic aromatic aldehyde featuring both methoxy and propargyloxy functional groups. Its molecular structure, combining an aldehyde moiety with ether-linked alkynyl and methoxy substituents, makes it a versatile intermediate in organic synthesis. The compound is particularly useful in the preparation of heterocyclic compounds, pharmaceutical intermediates, and fine chemicals due to its reactive aldehyde group and propargyl ether functionality. Its stability under standard conditions and compatibility with various coupling reactions enhance its utility in multi-step synthetic routes. The compound’s well-defined reactivity profile allows for selective modifications, making it valuable in medicinal chemistry and materials science applications.
3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde structure
58758-45-5 structure
Product Name:3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde
CAS No:58758-45-5
MF:C11H10O3
MW:190.195303440094
MDL:MFCD07432746
CID:1087115
PubChem ID:4770816
Update Time:2025-06-07

3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde
    • 3-methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde(SALTDATA: FREE)
    • 3-methoxy-2-prop-2-ynoxybenzaldehyde
    • CHEMBRDG-BB 4023259
    • 3-methoxy-2-prop-2-ynyloxy-benzaldehyde
    • 3-methoxy-2-(prop-2-ynyloxy)benzaldehyde
    • CS-0118869
    • 3-methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde, AldrichCPR
    • 58758-45-5
    • 3-methoxy-2-(prop-2-ynoxy)benzaldehyde
    • STK498371
    • MFCD07432746
    • AKOS000103048
    • BS-38229
    • DB-183548
    • 3-Methoxy-2-(2-propynyloxy)benzaldehyde
    • 3-Methoxy-2-(2-propyn-1-yloxy)benzaldehyde
    • DTXSID10406392
    • MDL: MFCD07432746
    • Inchi: 1S/C11H10O3/c1-3-7-14-11-9(8-12)5-4-6-10(11)13-2/h1,4-6,8H,7H2,2H3
    • InChI Key: HPZRUPFWAKAIAN-UHFFFAOYSA-N
    • SMILES: O(CC#C)C1C(C=O)=CC=CC=1OC

Computed Properties

  • Exact Mass: 190.06300
  • Monoisotopic Mass: 190.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 228
  • 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: 35.5?2

Experimental Properties

  • PSA: 35.53000
  • LogP: 1.51970

3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde Customs Data

  • HS CODE:2912499000
  • Customs Data:

    China Customs Code:

    2912499000

    Overview:

    2912499000. Other aldehyde ethers\Aldehydes, phenols and aldehydes containing other oxygen-containing groups. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, Appearance of tetraformaldehyde

    Summary:

    2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde Related Literature

Additional information on 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde

Introduction to 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde (CAS No. 58758-45-5)

3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde, identified by the Chemical Abstracts Service registry number 58758-45-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and synthetic biology due to its unique structural and functional properties. This compound belongs to the class of aryl aldehydes, characterized by the presence of both a benzaldehyde moiety and an alkyne functional group, which together contribute to its reactivity and potential applications in drug discovery and material science.

The molecular structure of 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde consists of a benzene ring substituted with a methoxy group at the 3-position and an oxypropyne group at the 2-position. This arrangement imparts distinct chemical characteristics, making it a valuable intermediate in organic synthesis. The presence of the prop-2-ynyl (alkyne) group allows for further functionalization via cross-coupling reactions, such as Suzuki or Heck couplings, which are widely employed in the construction of complex molecular architectures.

In recent years, there has been growing interest in the development of novel bioactive molecules derived from aryl aldehydes due to their role as key intermediates in the synthesis of pharmaceuticals. 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde has been explored in several research studies for its potential applications in medicinal chemistry. Its aldehyde functionality serves as a versatile handle for further derivatization, enabling the creation of diverse pharmacophores. For instance, it has been utilized in the synthesis of heterocyclic compounds that exhibit promising biological activities.

One notable area of research involving 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde is its incorporation into natural product-inspired scaffolds. Researchers have leveraged its structural features to develop analogs of known bioactive agents, aiming to enhance their efficacy and reduce toxicity. The methoxy group provides electronic modulation, while the propynyl ether moiety introduces conformational flexibility, both of which are critical factors in optimizing drug-like properties.

The compound's reactivity also makes it a valuable tool in materials science. For example, it has been employed in the synthesis of conjugated polymers and organic semiconductors due to its ability to undergo polymerization reactions under controlled conditions. These materials find applications in optoelectronic devices such as organic light-emitting diodes (OLEDs) and photovoltaic cells.

Recent advancements in synthetic methodologies have further expanded the utility of 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde. Transition-metal-catalyzed reactions have enabled more efficient and selective transformations, allowing chemists to access complex derivatives with high precision. This has opened up new avenues for drug discovery and material innovation.

The pharmacological potential of 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde has been investigated through various computational and experimental approaches. Studies have suggested that derivatives of this compound may exhibit inhibitory effects on certain enzymes and receptors implicated in metabolic disorders and inflammatory diseases. While further research is needed to fully elucidate its therapeutic profile, these findings highlight its promise as a lead compound for future drug development.

In conclusion, 3-Methoxy-2-(prop-2-yn-1-yloxy)benzaldehyde (CAS No. 58758-45-5) represents a fascinating molecule with broad applications across multiple scientific disciplines. Its unique structural features, coupled with its reactivity, make it an indispensable tool for synthetic chemists and pharmacologists alike. As research continues to uncover new ways to harness its potential, this compound is poised to play a significant role in advancing both medicinal chemistry and materials science.

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