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CS-W001157 4
Total: USD 88.00

1-Bromo-4-iodonaphthalene

  • CAS No. 63279-58-3

  • Cat. No. CS-W021312
  • Purity≥96%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

1-Bromo-4-iodonaphthalene|CS-W021312

Structure of 63279-58-3

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General Information

  • CAS No. 63279-58-3
  • Cat. No. CS-W021312
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrI
  • Molecular Weight 332.96
  • Synonym(s) 1-Iodo-4-bromonaphthalene
  • SMILES BrC1=CC=C(I)C2=C1C=CC=C2

Description

1-Bromo-4-iodonaphthalene features a naphthalene core with complementary halogen handles enabling precise cross-coupling strategies. The bromine and iodine substituents offer orthogonal reactivity, facilitating sequential functionalization in transition-metal-catalyzed processes. This dual-halogen motif supports efficient diversification in complex molecule synthesis.

Application

1-Bromo-4-iodonaphthalene serves as a versatile dihalogenated building block for palladium-catalyzed cross-coupling reactions, enabling sequential functionalization at distinct positions on the naphthalene core. Its complementary halogen reactivity—bromine undergoing Suzuki-Miyaura coupling and iodine participating in Stille or Negishi reactions—facilitates modular assembly of complex polycyclic architectures. The compound exhibits excellent bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; EUM, Sung Jin; KWON, Hyuck Joo; KIM, Bong Ok; KIM, Sung Min; YOON, Seung Soo Patent: WO2011/105700 A1, 2011 ; Location in patent: Page/Page column 23 ;
  • Route2

    References

    • US2012/273724 A1, ; Page/Page column 15 ;
  • Route3
    • 4-Iodo-1-naphthalenesulfonic acid|CS-0098499
      162109-21-9
    • ~%
    • In-stock
      1-Bromo-4-iodonaphthalene|CS-W021312
      63279-58-3

    References

    • Chem. News, , vol. 56, p. 241

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.2069
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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