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CS-W001157 4
Total: USD 88.00

2,3-Dibromonaphthalene

  • CAS No. 13214-70-5

  • Cat. No. CS-W019257
  • Purity≥97%
  • MDL No.MFCD00021589

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

2,3-Dibromonaphthalene|CS-W019257

Structure of 13214-70-5

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General Information

  • CAS No. 13214-70-5
  • Cat. No. CS-W019257
  • Purity ≥97%
  • MDL No. MFCD00021589
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆Br₂
  • Molecular Weight 285.96
  • Synonym(s) 2,3-DIBROMOPHTHALENE
  • SMILES BrC1=C(Br)C=C2C=CC=CC2=C1

Description

2,3-Dibromonaphthalene features two bromine atoms positioned on adjacent carbons of the naphthalene core, creating a highly reactive site for cross-coupling transformations. This electron-deficient scaffold integrates readily into complex molecular architectures under standard palladium-catalyzed conditions. The compound exhibits bench-stable handling characteristics and serves as a key building block in synthetic organic chemistry workflows.

Application

2,3-Dibromonaphthalene serves as a versatile building block in organic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine substituents. The molecule exhibits excellent bench stability and facilitates selective functionalization at either position, supporting the construction of complex polycyclic architectures. Its predictable reactivity profile makes it ideal for applications in medicinal chemistry and materials science workflows requiring precise substitution patterns on naphthalene scaffolds.

Synthesis

  • Route1
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      67102-98-1
    • ~88%
    • In-stock
      2,3-Dibromonaphthalene|CS-W019257
      13214-70-5

    References

    • Brooks, Peter; Donati, Donato; Pelter, Andrew; Poticelli, Fabio Synthesis, 1999 , # 8 p. 1303 - 1305
  • Route2
    • null|null
      73392-23-1
    • ~%
    • In-stock
      2,3-Dibromonaphthalene|CS-W019257
      13214-70-5

    References

    • Organic Letters, , vol. 2, # 1 p. 85 - 87
  • Route3
    • null|null
      80789-65-7
    • ~%
    • In-stock
      2,3-Dibromonaphthalene|CS-W019257
      13214-70-5

    References

    • Journal of Organic Chemistry, , vol. 48, # 14 p. 2364 - 2366

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   4.3648
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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