Cas no 144292-42-2 (1-Ethoxy-2,3-difluoro-4-iodobenzene)

1-Ethoxy-2,3-difluoro-4-iodobenzene is a fluorinated and iodinated aromatic compound with significant utility in synthetic organic chemistry. Its structure, featuring ethoxy and halogen substituents, makes it a versatile intermediate for cross-coupling reactions, particularly in Suzuki-Miyaura and Sonogashira couplings. The electron-withdrawing fluorine atoms enhance reactivity, while the iodine moiety serves as an excellent leaving group for metal-catalyzed transformations. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing complex heterocycles or functionalized benzene derivatives. Its stability under standard conditions ensures ease of handling and storage. The selective substitution pattern allows for precise regiochemical control in further derivatization, making it a practical choice for advanced synthetic applications.
1-Ethoxy-2,3-difluoro-4-iodobenzene structure
144292-42-2 structure
Product Name:1-Ethoxy-2,3-difluoro-4-iodobenzene
CAS No:144292-42-2
MF:C8H7F2IO
MW:284.041861772537
MDL:MFCD16619252
CID:94501
PubChem ID:22008078
Update Time:2025-05-24

1-Ethoxy-2,3-difluoro-4-iodobenzene Chemical and Physical Properties

Names and Identifiers

    • 1-Ethoxy-2,3-difluoro-4-iodobenzene
    • 1-ethoxy-2,3-bis(fluoranyl)-4-iodanyl-benzene
    • AK-50685
    • ANW-64098
    • CTK8C0103
    • FT-0687685
    • KB-218811
    • SureCN2821417
    • DTXSID20621438
    • CS-0190739
    • A808201
    • SCHEMBL2821417
    • 4-ethoxy-2,3-difluoroiodobenzene
    • WZQBGHWYRCIGDB-UHFFFAOYSA-N
    • E91200
    • 4-iodo-2,3-difluorophenetole
    • 144292-42-2
    • 2-a)pyridine,3-amino-2-phenyl-imidazo(
    • Benzene, 1-ethoxy-2,3-difluoro-4-iodo-
    • EN300-307028
    • MFCD16619252
    • DB-002374
    • MDL: MFCD16619252
    • Inchi: 1S/C8H7F2IO/c1-2-12-6-4-3-5(11)7(9)8(6)10/h3-4H,2H2,1H3
    • InChI Key: WZQBGHWYRCIGDB-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=C(C=1F)F)OCC

Computed Properties

  • Exact Mass: 283.95051
  • Monoisotopic Mass: 283.951
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 145
  • 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: 3.1

Experimental Properties

  • Color/Form: NA
  • Density: 1.770
  • Boiling Point: 246.7±40.0 °C at 760 mmHg
  • Flash Point: 85.9±27.3 °C
  • PSA: 9.23

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Amadis Chemical Company Limited
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(CAS:144292-42-2)1-Ethoxy-2,3-difluoro-4-iodobenzene
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Quantity:1g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:06
Price ($):436.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:144292-42-2)4-碘-2,3-二氟苯乙醚
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Purity:99%
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1-Ethoxy-2,3-difluoro-4-iodobenzene Related Literature

Additional information on 1-Ethoxy-2,3-difluoro-4-iodobenzene

1-Ethoxy-2,3-Difluoro-4-Iodobenzene: A Comprehensive Overview

The compound 1-Ethoxy-2,3-difluoro-4-iodobenzene, with the CAS number 144292-42-2, is a highly specialized aromatic compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is characterized by its unique substitution pattern, featuring an ethoxy group at position 1, fluorine atoms at positions 2 and 3, and an iodine atom at position 4 on the benzene ring. The presence of these substituents imparts distinct electronic and steric properties to the molecule, making it a valuable substrate for various chemical transformations and applications.

Recent studies have highlighted the potential of 1-Ethoxy-2,3-difluoro-4-iodobenzene in the synthesis of advanced materials, particularly in the development of novel semiconductors and optoelectronic devices. The fluorine atoms at positions 2 and 3 contribute to the molecule's electron-withdrawing character, which is crucial for tuning the electronic properties of materials derived from this compound. Additionally, the iodine atom at position 4 serves as a reactive site for nucleophilic substitution reactions, enabling the incorporation of diverse functional groups during synthetic processes.

One of the most promising applications of this compound is in the field of drug discovery. Researchers have explored its use as a building block for constructing bioactive molecules with potential therapeutic applications. The ethoxy group at position 1 provides a hydrophilic moiety, enhancing the compound's solubility in aqueous environments—a critical property for drug candidates. Furthermore, the combination of fluorine and iodine substituents allows for fine-tuning of pharmacokinetic properties such as absorption, distribution, metabolism, and excretion (ADME), which are essential for drug development.

In terms of synthesis, 1-Ethoxy-2,3-difluoro-4-iodobenzene can be prepared via a variety of methods, including nucleophilic aromatic substitution and coupling reactions. Recent advancements in catalytic methods have significantly improved the efficiency and selectivity of these reactions. For instance, the use of palladium catalysts in cross-coupling reactions has enabled the precise installation of substituents on the benzene ring, leading to higher yields and better control over product quality.

The structural uniqueness of this compound also makes it an attractive candidate for use in polymer chemistry. By incorporating this compound into polymer backbones or side chains, researchers can design materials with tailored mechanical, thermal, and optical properties. For example, polymers containing 1-Ethoxy-2,3-difluoro-4-iodobenzene units have shown enhanced stability under harsh conditions and improved performance in high-tech applications such as flexible electronics and advanced coatings.

From an environmental standpoint, understanding the fate and behavior of 1-Ethoxy-2,3-difluoro-4-iodobenzene in natural systems is crucial for assessing its potential impact on ecosystems. Recent studies have investigated its biodegradation pathways under various environmental conditions. Results indicate that while the compound exhibits moderate persistence in certain environments due to its stable aromatic structure, it can undergo transformation under specific microbial or chemical conditions.

In conclusion, 1-Ethoxy-2,3-difluoro-4-iodobenzene (CAS No: 144292-42-2) is a versatile compound with a wide range of applications across multiple disciplines. Its unique substitution pattern provides a platform for innovative chemical transformations and material designs. As research continues to uncover new possibilities for this compound, its role in advancing scientific and technological frontiers is expected to grow significantly.

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Amadis Chemical Company Limited
(CAS:144292-42-2)1-Ethoxy-2,3-difluoro-4-iodobenzene
A808201
Purity:99%
Quantity:1g
Price ($):436.0
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:144292-42-2)4-碘-2,3-二氟苯乙醚
LE25886697
Purity:99%
Quantity:25KG,200KG,1000KG
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