Cas no 32721-21-4 (1-Iodo-2-methoxynaphthalene)

1-Iodo-2-methoxynaphthalene is a halogenated naphthalene derivative featuring an iodine substituent at the 1-position and a methoxy group at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Stille couplings, due to the reactivity of the iodine moiety. The methoxy group enhances electron density, influencing regioselectivity in further functionalization. Its crystalline solid form and well-defined structure ensure consistent reactivity and ease of handling. Applications include the preparation of pharmaceuticals, agrochemicals, and advanced materials. High purity grades are available to meet stringent research and industrial requirements.
1-Iodo-2-methoxynaphthalene structure
1-Iodo-2-methoxynaphthalene structure
Product Name:1-Iodo-2-methoxynaphthalene
CAS No:32721-21-4
MF:C11H9IO
MW:284.093035459518
MDL:MFCD00971813
CID:53939
PubChem ID:269493
Update Time:2025-06-11

1-Iodo-2-methoxynaphthalene Chemical and Physical Properties

Names and Identifiers

    • 1-Iodo-2-methoxynaphthalene
    • 1-iodanyl-2-methoxy-naphthalene
    • 1-iodo-2-methoxymethylnaphthalene
    • 1-iodo-2-methoxynaphtalene
    • 1-iodo-2-methoxynapthalene
    • 2-methoxy-1-iodonaphthalene
    • NSC 110657
    • DTXSID90296637
    • 1-Iodo-2-methoxy-naphthalene
    • Naphthalene, 1-iodo-2-methoxy-
    • CS-0191576
    • EN300-2008988
    • SR-01000312973-1
    • AKOS002182300
    • SCHEMBL1931431
    • NSC-110657
    • NSC110657
    • 32721-21-4
    • AM20040177
    • SR-01000312973
    • FT-0655263
    • A821388
    • A821504
    • methoxy-1-iodonaphthalene
    • Z1269120774
    • XZAWOOAVCQUZBG-UHFFFAOYSA-N
    • DTXCID40247775
    • HS-5641
    • MDL: MFCD00971813
    • Inchi: 1S/C11H9IO/c1-13-10-7-6-8-4-2-3-5-9(8)11(10)12/h2-7H,1H3
    • InChI Key: XZAWOOAVCQUZBG-UHFFFAOYSA-N
    • SMILES: IC1C(=CC=C2C=CC=CC2=1)OC

Computed Properties

  • Exact Mass: 283.97000
  • Monoisotopic Mass: 283.97
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 172
  • 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
  • Topological Polar Surface Area: 9.2A^2
  • XLogP3: 3.8

Experimental Properties

  • Density: 1.674
  • Boiling Point: 348.1°Cat760mmHg
  • Flash Point: 164.3°C
  • Refractive Index: 1.674
  • PSA: 9.23000
  • LogP: 3.45300

1-Iodo-2-methoxynaphthalene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

1-Iodo-2-methoxynaphthalene Pricemore >>

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Additional information on 1-Iodo-2-methoxynaphthalene

Introduction to 1-Iodo-2-Methoxynaphthalene (CAS No. 32721-21-4)

1-Iodo-2-methoxynaphthalene, also known by its CAS registry number CAS No. 32721-21-4, is a versatile organic compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmaceutical research. This compound is a derivative of naphthalene, a polycyclic aromatic hydrocarbon, with substituents at the 1 and 2 positions. The presence of an iodo group at position 1 and a methoxy group at position 2 imparts unique electronic and structural properties to the molecule, making it a valuable building block in various chemical syntheses.

The synthesis of 1-iodo-2-methoxynaphthalene typically involves the iodination of naphthalene derivatives under controlled conditions. Recent advancements in catalytic methods have enabled more efficient and selective synthesis pathways, reducing the environmental footprint of its production. Researchers have explored the use of transition metal catalysts, such as palladium complexes, to facilitate coupling reactions involving this compound, leading to novel materials with enhanced electronic properties.

In terms of applications, 1-iodo-2-methoxynaphthalene has been widely utilized in the construction of functional materials. For instance, it serves as a key precursor in the synthesis of advanced polymers and organic semiconductors. Its ability to undergo various cross-coupling reactions has made it indispensable in the development of new materials for electronic devices, such as organic light-emitting diodes (OLEDs) and thin-film transistors (TFTs). Recent studies have demonstrated that incorporating this compound into polymer frameworks can significantly improve charge transport properties, paving the way for next-generation electronic devices.

The electronic properties of 1-iodo-2-methoxynaphthalene are heavily influenced by its substituents. The methoxy group at position 2 introduces electron-donating effects, while the iodo group at position 1 contributes electron-withdrawing characteristics. This balance of electronic interactions makes the compound highly tunable for specific applications. For example, in drug design, this compound has been employed as a scaffold for developing bioactive molecules targeting various therapeutic areas, including cancer and inflammation.

Recent research has also highlighted the potential of 1-iodo-2-methoxynaphthalene in energy-related applications. Its ability to act as an electron acceptor in donor-acceptor systems has been exploited in designing new photovoltaic materials. By integrating this compound into conjugated systems, scientists have achieved improved light absorption and charge separation efficiency, which are critical for high-performance solar cells.

In conclusion, 1-iodo-2-methoxynaphthalene (CAS No. 32721-21-4) stands out as a multifaceted compound with diverse applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool in modern chemical research and industrial applications. As ongoing studies continue to uncover new possibilities for this compound, its role in advancing technology and medicine is expected to grow significantly.

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