Cas no 6334-37-8 (Naphthalene,1-chloro-4-iodo-)

Naphthalene,1-chloro-4-iodo- is a halogenated naphthalene derivative with the molecular formula C??H?ClI. This compound is characterized by the presence of both chloro and iodo substituents on the naphthalene ring, making it a versatile intermediate in organic synthesis. Its distinct substitution pattern enables selective functionalization, particularly in cross-coupling reactions such as Suzuki or Ullmann-type couplings. The electron-withdrawing nature of the halogens enhances its reactivity in nucleophilic aromatic substitution (SNAr) reactions. This compound is useful in pharmaceutical and materials chemistry research, where precise halogen positioning is critical for further derivatization. It is typically handled under inert conditions due to potential sensitivity to light and moisture.
Naphthalene,1-chloro-4-iodo- structure
Naphthalene,1-chloro-4-iodo- structure
Product Name:Naphthalene,1-chloro-4-iodo-
CAS No:6334-37-8
MF:C10H6ClI
MW:288.512114048004
CID:523488
PubChem ID:230769
Update Time:2025-05-23

Naphthalene,1-chloro-4-iodo- Chemical and Physical Properties

Names and Identifiers

    • Naphthalene,1-chloro-4-iodo-
    • 1-chloro-4-iodonaphthalene
    • 1-Chlor-4-jodnaphtalin
    • 1-Chlor-4-jod-naphthalin
    • 1-chloro-4-iodo-naphthalene
    • AC1L5K8P
    • AC1Q4PLZ
    • AR-1C2419
    • CTK5B8738
    • NSC26047
    • SureCN2158307
    • UFDGEFUTYSMTPD-UHFFFAOYSA-N
    • CS-0030112
    • 6334-37-8
    • SCHEMBL2158307
    • AKOS017547867
    • NSC-26047
    • DS-021643
    • DTXSID40282464
    • Inchi: 1S/C10H6ClI/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-6H
    • InChI Key: UFDGEFUTYSMTPD-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=C2C=CC=CC2=1)Cl

Computed Properties

  • Exact Mass: 287.91988
  • Monoisotopic Mass: 287.92
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 160
  • 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: 4.4
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • Density: 1.83
  • Boiling Point: 337.2°C at 760 mmHg
  • Flash Point: 157.7°C
  • Refractive Index: 1.714
  • PSA: 0

Naphthalene,1-chloro-4-iodo- Pricemore >>

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Naphthalene,1-chloro-4-iodo- Related Literature

Additional information on Naphthalene,1-chloro-4-iodo-

1-Chloro-4-Iodonaphthalene (CAS No 6334-37-8): A Comprehensive Overview

1-Chloro-4-Iodonaphthalene, also known by its CAS registry number CAS No 6334-37-8, is a synthetic organic compound that belongs to the naphthalene family. This compound is characterized by its unique structure, which includes a naphthalene ring system substituted with a chlorine atom at the 1-position and an iodine atom at the 4-position. The combination of these substituents imparts distinct chemical and physical properties to the molecule, making it a subject of interest in various scientific and industrial applications.

The synthesis of 1-chloro-4-iodonaphthalene typically involves multi-step organic reactions. One common approach is the electrophilic substitution of naphthalene, where the ring is activated at specific positions to facilitate the introduction of halogen atoms. The chlorine and iodine substituents are introduced in a controlled manner to ensure the desired regioselectivity. Recent advancements in catalytic systems and reaction conditions have improved the efficiency and yield of these reactions, making the synthesis of CAS No 6334-37-8 more accessible for research and commercial purposes.

1-Chloro-4-Iodonaphthalene exhibits interesting chemical reactivity due to the electron-withdrawing nature of both chlorine and iodine substituents. These groups activate specific positions on the naphthalene ring for further substitution or coupling reactions. For instance, the compound has been used as an intermediate in the synthesis of more complex aromatic systems, such as polycyclic aromatic hydrocarbons (PAHs). Recent studies have explored its role in forming novel PAH derivatives with potential applications in materials science and electronics.

In terms of physical properties, CAS No 6334-37-8 is typically a crystalline solid under standard conditions. Its melting point and solubility characteristics make it suitable for various analytical techniques, including chromatography and spectroscopy. The compound's UV-vis spectrum shows strong absorption bands due to the conjugated π-system of the naphthalene ring, which is further influenced by the electron-withdrawing substituents. These spectral properties have been utilized in photophysical studies to investigate excited-state dynamics and energy transfer processes.

The application of 1-chloro-4-iodonaphthalene extends into several fields, including pharmaceuticals, agrochemicals, and materials science. In drug discovery, derivatives of this compound have been explored for their potential as kinase inhibitors or anti-inflammatory agents. Recent research has focused on optimizing its pharmacokinetic properties to enhance bioavailability and reduce toxicity. Additionally, in materials science, this compound serves as a precursor for constructing advanced organic semiconductors with tailored electronic properties.

In conclusion, CAS No 6334-37-8, or 1-chloro-4-i o d o n a p h t h a l e n e, stands out as a versatile compound with significant potential across multiple disciplines. Its unique structure, reactivity, and physical properties make it an invaluable tool in both academic research and industrial applications. As ongoing studies continue to uncover new insights into its chemistry and applications, this compound is poised to play an increasingly important role in advancing modern science and technology.

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