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1-Bromo-2-chloronaphthalene

  • CAS No. 71436-66-3

  • Cat. No. CS-0141436
  • Molecule weight241.51
  • Purity≥95%
  • MDL No.MFCD17012389

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

1-Bromo-2-chloronaphthalene|CS-0141436

Structure of 71436-66-3

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General Information

  • CAS No. 71436-66-3
  • Cat. No. CS-0141436
  • Purity ≥95%
  • MDL No. MFCD17012389
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrCl
  • Molecular Weight 241.51
  • Synonym(s) 1-bromo-2-chloro-naphthalene
  • SMILES BrC1=C2C=CC=CC2=CC=C1Cl

Description

1-Bromo-2-chloronaphthalene is a halogenated naphthalene derivative featuring bromine at the 1-position and chlorine at the 2-position. This configuration imparts enhanced reactivity in cross-coupling processes, particularly in palladium-catalyzed reactions. The compound exhibits good stability under standard conditions and serves as a valuable building block for synthesizing functionalized polycyclic architectures.

Application

1-Bromo-2-chloronaphthalene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of biaryl scaffolds under standard Suzuki, Stille, and Negishi conditions. The ortho-halogen substitution pattern provides predictable regioselectivity, while the molecule exhibits excellent bench stability and compatibility with diverse functional groups. Its defined reactivity profile makes it a reliable intermediate for synthetic sequences targeting complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Clemo; Cockburn; Spence Journal of the Chemical Society, 1931 , p. 1265,1271 Show Details Nakata Chemische Berichte, 1931 , vol. 64, p. 2059,2065 Bulletin of the Chemical Society of Japan, 1935 , vol. 10, p. 318,321
  • Route2
    • N-(Naphthalen-2-yl)acetamide|CS-W016951
      581-97-5
    • ~%
    • In-stock
      1-Bromo-2-chloronaphthalene|CS-0141436
      71436-66-3

    References

    • Makosza, Mieczyslaw; Ostrowski, Stanislaw Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1991 , p. 1093 - 1097
  • Route3

    References

    • Clemo; Cockburn; Spence Journal of the Chemical Society, 1931 , p. 1265,1271

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.2557
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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