Cas no 28896-49-3 (1-Iodo-4-(4-iodophenoxy)benzene)

1-Iodo-4-(4-iodophenoxy)benzene is a diiodinated aromatic ether compound characterized by its symmetrical structure and high reactivity in cross-coupling reactions. Its key advantages include its utility as a versatile intermediate in organic synthesis, particularly in Suzuki, Sonogashira, and Ullmann-type coupling reactions, facilitating the construction of complex biaryl and conjugated systems. The presence of two iodine substituents enhances its applicability in sequential functionalization, enabling precise molecular design. The compound exhibits good thermal stability and solubility in common organic solvents, making it suitable for controlled reaction conditions. Its well-defined structure also supports its use in materials science, particularly in the development of liquid crystals and optoelectronic materials.
1-Iodo-4-(4-iodophenoxy)benzene structure
28896-49-3 structure
Product Name:1-Iodo-4-(4-iodophenoxy)benzene
CAS No:28896-49-3
MF:C12H8I2O
MW:422.000267982483
MDL:MFCD00060667
CID:264121
PubChem ID:34360
Update Time:2025-06-13

1-Iodo-4-(4-iodophenoxy)benzene Chemical and Physical Properties

Names and Identifiers

    • Bis(4-iodophenyl) ether
    • 1-iodo-4-(4-iodophenoxy)benzene
    • 4-Iodophenyl ether
    • 4,4'-Diiododiphenyl ether
    • 4,4'-Diododiphenyl ether
    • 4.4'-Dijod-diphenylaether
    • p-Iodophenyl phenyl ether
    • Bis(p-iodophenyl) ether
    • ETHER, BIS(p-IODOPHENYL)
    • Bis(p-iodophenyl)ether
    • 1,1'-oxybis(4-iodobenzene)
    • 4-iodopheyl ether
    • WLN: IR DOR DI
    • bis-(4-iodophenyl) ether
    • 4,4'-oxybis(iodobenzene)
    • Benzene,1'-oxybis[4-iodo-
    • VHEGXFQQYZIMMF-UHFFFAOYSA-N
    • NSC4509
    • NSC 45097
    • 3-06-00-00777 (Beilstein Handbook Reference)
    • NSC45097
    • Benzene, 1,1'-oxybis(4-iodo-
    • NSC-45097
    • BRN 2212554
    • FT-0676285
    • DTXSID20183086
    • J-017319
    • Benzene, 1,1'-oxybis[4-iodo-
    • EU-0003187
    • SCHEMBL2883028
    • AKOS003595920
    • AS-44340
    • 28896-49-3
    • BENZENE,1,1'-OXYBIS[4-IODO-
    • MFCD00060667
    • 4-Iododiphenyl ether
    • STK040437
    • A10894
    • 1-Iodo-4-(4-iodophenoxy)benzene
    • MDL: MFCD00060667
    • Inchi: 1S/C12H8I2O/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8H
    • InChI Key: VHEGXFQQYZIMMF-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=CC=1)OC1C=CC(=CC=1)I
    • BRN: 2212554

Computed Properties

  • Exact Mass: 421.86600
  • Monoisotopic Mass: 421.866
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 162
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 4.8
  • Topological Polar Surface Area: 9.2

Experimental Properties

  • Color/Form: Not determined
  • Density: 2.0±0.1 g/cm3
  • Melting Point: 43-45°C
  • Boiling Point: 287.2±0.0 °C at 760 mmHg
  • Flash Point: 112.4±22.6 °C
  • Refractive Index: 1.639
  • PSA: 9.23000
  • LogP: 4.68810
  • Solubility: Not determined
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

1-Iodo-4-(4-iodophenoxy)benzene Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. 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

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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1-Iodo-4-(4-iodophenoxy)benzene Suppliers

Amadis Chemical Company Limited
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(CAS:28896-49-3)1-Iodo-4-(4-iodophenoxy)benzene
Order Number:A819655
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:09
Price ($):304.0

Additional information on 1-Iodo-4-(4-iodophenoxy)benzene

Introduction to 1-Iodo-4-(4-iodophenoxy)benzene (CAS No. 28896-49-3)

1-Iodo-4-(4-iodophenoxy)benzene, identified by the Chemical Abstracts Service Number (CAS No.) 28896-49-3, is a significant compound in the realm of organic synthesis and pharmaceutical research. This molecule, featuring a benzenoid core substituted with iodine atoms and a phenoxy group, has garnered attention due to its versatile structural properties and potential applications in medicinal chemistry. The presence of two iodine atoms at the 1-position and 4-position of the benzene ring, coupled with an additional phenoxy moiety at the 4-position, imparts unique reactivity and binding capabilities that make it a valuable intermediate in synthetic protocols.

The structure of 1-Iodo-4-(4-iodophenoxy)benzene is characterized by its aromatic system, which is a cornerstone in the design of bioactive molecules. The dual iodine substituents enhance its utility as a cross-coupling partner in Suzuki-Miyaura reactions, a cornerstone of modern synthetic organic chemistry. These reactions are pivotal in constructing complex molecular architectures, including those relevant to drug discovery. The phenoxy group further extends its functionality, enabling interactions with biological targets and facilitating further derivatization into pharmacologically relevant compounds.

In recent years, there has been a surge in research focusing on iodinated aromatic compounds due to their role as key intermediates in the synthesis of therapeutic agents. 1-Iodo-4-(4-iodophenoxy)benzene stands out as a compound that bridges the gap between fundamental organic chemistry and applied pharmaceutical development. Its unique structural features make it an attractive scaffold for designing molecules with enhanced binding affinity and selectivity towards biological receptors.

One of the most compelling aspects of 1-Iodo-4-(4-iodophenoxy)benzene is its potential application in the development of novel therapeutic agents. The iodine atoms serve as handles for palladium-catalyzed cross-coupling reactions, which are indispensable in constructing heterocyclic systems prevalent in many drugs. For instance, researchers have leveraged this compound to synthesize derivatives with antimicrobial and anti-inflammatory properties. The phenoxy group, on the other hand, can be modified to introduce additional functional moieties that modulate pharmacokinetic profiles and improve drug-like characteristics.

The pharmaceutical industry has increasingly recognized the importance of structurally diverse compounds in drug discovery pipelines. 1-Iodo-4-(4-iodophenoxy)benzene exemplifies how a single molecular scaffold can be exploited to generate a library of compounds with varying biological activities. This flexibility is particularly valuable in high-throughput screening campaigns, where rapid access to structurally diverse molecules is essential for identifying lead candidates.

Recent advancements in computational chemistry have further enhanced the utility of 1-Iodo-4-(4-iodophenoxy)benzene. Molecular modeling studies have revealed that modifications at the iodine and phenoxy positions can significantly influence binding interactions with target proteins. These insights have guided rational drug design efforts, enabling chemists to predictively modify structures for improved efficacy. Such computational approaches are becoming indispensable tools in modern medicinal chemistry, complementing traditional synthetic strategies.

The synthesis of 1-Iodo-4-(4-iodophenoxy)benzene itself is an intriguing challenge that highlights the ingenuity of synthetic chemists. While classical methods involving halogenation and etherification are common strategies, recent reports have explored more efficient routes leveraging transition-metal catalysis. These methods not only improve yields but also reduce waste, aligning with green chemistry principles. The development of such sustainable synthetic pathways underscores the evolving landscape of organic synthesis.

Moreover, the role of 1-Iodo-4-(4-iodophenoxy)benzene extends beyond classical pharmaceutical applications. It has found utility in materials science, particularly in the design of organic electronic materials such as OLEDs (organic light-emitting diodes). The conjugated system inherent in its structure allows for tunable electronic properties, making it a candidate for developing advanced optoelectronic devices.

In conclusion, 1-Iodo-4-(4-iodophenoxy)benzene (CAS No. 28896-49-3) is a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features make it an invaluable tool for synthetic chemists and pharmaceutical researchers alike. As our understanding of molecular interactions continues to deepen, compounds like this will undoubtedly play a pivotal role in shaping the future of drug discovery and material science.

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Amadis Chemical Company Limited
(CAS:28896-49-3)1-Iodo-4-(4-iodophenoxy)benzene
A819655
Purity:99%
Quantity:25g
Price ($):304.0
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