Cas no 857825-61-7 (1-iodo-2-propoxybenzene)

1-Iodo-2-propoxybenzene is a halogenated aromatic compound characterized by the presence of an iodine substituent and a propoxy group on the benzene ring. This structure makes it a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as the Suzuki-Miyaura or Ullmann reactions, where its iodine moiety serves as an effective leaving group. The propoxy group enhances solubility in organic solvents, facilitating reaction conditions. Its stability and reactivity profile make it suitable for constructing complex molecules in pharmaceuticals, agrochemicals, and materials science. The compound is typically handled under inert conditions to preserve its integrity. High purity grades ensure consistent performance in synthetic applications.
1-iodo-2-propoxybenzene structure
1-iodo-2-propoxybenzene structure
Product Name:1-iodo-2-propoxybenzene
CAS No:857825-61-7
MF:C9H11IO
MW:262.087515115738
MDL:MFCD14644896
CID:1841162
PubChem ID:60650857
Update Time:2025-10-12

1-iodo-2-propoxybenzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1-iodo-2-propoxy-
    • 1-iodo-2-propoxybenzene
    • EN300-312162
    • SCHEMBL9968957
    • CS-0298039
    • AKOS008967399
    • 857825-61-7
    • MDL: MFCD14644896
    • Inchi: 1S/C9H11IO/c1-2-7-11-9-6-4-3-5-8(9)10/h3-6H,2,7H2,1H3
    • InChI Key: OHGWXUYEMOYHDY-UHFFFAOYSA-N
    • SMILES: IC1C=CC=CC=1OCCC

Computed Properties

  • Exact Mass: 261.98546g/mol
  • Monoisotopic Mass: 261.98546g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 106
  • 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: 3.7
  • Topological Polar Surface Area: 9.2?2

1-iodo-2-propoxybenzene Pricemore >>

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1-iodo-2-propoxybenzene Related Literature

Additional information on 1-iodo-2-propoxybenzene

Chemical Profile of 1-Iodo-2-propoxybenzene (CAS No. 857825-61-7)

1-Iodo-2-propoxybenzene, with the chemical identifier CAS No. 857825-61-7, is a significant intermediate in modern synthetic chemistry and pharmaceutical research. This compound, characterized by its iodo and propoxy functional groups, has garnered attention due to its versatile reactivity and potential applications in drug development and material science. The unique structural motif of 1-iodo-2-propoxybenzene makes it a valuable building block for constructing more complex molecules, particularly in the synthesis of biologically active agents.

The molecular structure of 1-iodo-2-propoxybenzene consists of a benzene ring substituted with an iodine atom at the 1-position and an isopropyl ether group at the 2-position. This configuration imparts distinct electronic and steric properties, influencing its interactions with other molecules. The presence of the iodine atom, for instance, facilitates nucleophilic aromatic substitution reactions, making it a useful precursor for further functionalization. Meanwhile, the propoxy group introduces polarity and solubility characteristics that can be exploited in various chemical transformations.

In recent years, 1-Iodo-2-propoxybenzene has been extensively studied for its role in pharmaceutical synthesis. One notable application lies in the preparation of heterocyclic compounds, which are prevalent in medicinal chemistry due to their biological activity. Researchers have leveraged the reactivity of 1-iodo-2-propoxybenzene to develop novel scaffolds for small-molecule drugs targeting various diseases. For instance, studies have demonstrated its utility in constructing thiazole derivatives, which exhibit antimicrobial and anti-inflammatory properties. The ability to introduce additional functional groups via cross-coupling reactions has made 1-iodo-2-propoxybenzene a cornerstone in the synthesis of complex drug candidates.

The pharmaceutical industry has also explored 1-Iodo-2-propoxybenzene as a precursor for kinase inhibitors, which play a crucial role in treating cancers and inflammatory disorders. By modifying the benzene core or extending the molecular framework through subsequent reactions, researchers can generate highly specific inhibitors with improved pharmacokinetic profiles. The iodo substituent serves as a handle for palladium-catalyzed coupling reactions, enabling the introduction of aryl or heteroaryl groups that are critical for binding to target enzymes. This flexibility has positioned 1-Iodo-2-propoxybenzene as a preferred building block in medicinal chemistry pipelines.

Beyond pharmaceuticals, 1-Iodo-2-propoxybenzene finds applications in materials science, particularly in the synthesis of organic electronic materials. Its aromatic structure and functional groups make it suitable for designing molecules with optoelectronic properties, such as organic semiconductors and light-emitting diodes (OLEDs). The ability to tune the electronic characteristics through strategic modifications has sparked interest in using 1-Iodo-2-propoxybenzene as a starting material for advanced materials development. Recent advances in polymer chemistry have even seen this compound being incorporated into conductive polymers, highlighting its interdisciplinary relevance.

The synthetic utility of 1-Iodo-2-propoxybenzene extends to agrochemical applications as well. Researchers have utilized it to synthesize novel herbicides and pesticides by leveraging its reactivity to introduce bioactive moieties into larger molecular structures. The ease with which functional groups can be appended allows for rapid screening of new compounds with improved efficacy and reduced environmental impact. This aligns with global trends toward sustainable agriculture, where innovative chemical solutions are essential.

In conclusion, 1-Iodo-2-propoxybenzene (CAS No. 857825-61-7) is a multifaceted compound with broad implications across multiple scientific domains. Its structural features enable diverse chemical transformations, making it indispensable in pharmaceutical synthesis, materials science, and agrochemical development. As research continues to uncover new applications and refine synthetic methodologies, the importance of this intermediate will only grow stronger. The ongoing exploration of its potential underscores its significance as a key player in modern chemical innovation.

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