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CS-W001157 4
Total: USD 88.00

1,5-Dibromonaphthalene

  • CAS No. 7351-74-8

  • Cat. No. CS-W010022
  • Purity≥97%
  • MDL No.MFCD00089984

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

1,5-Dibromonaphthalene|CS-W010022

Structure of 7351-74-8

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General Information

  • CAS No. 7351-74-8
  • Cat. No. CS-W010022
  • Purity ≥97%
  • MDL No. MFCD00089984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆Br₂
  • Molecular Weight 285.97
  • Synonym(s) JACS-7351-74-8; 1,5-Dibromonaphthalene
  • SMILES BrC1=CC=CC2=C(Br)C=CC=C12

Description

1,5-Dibromonaphthalene features two bromine atoms positioned at the 1 and 5 ring positions of a naphthalene core, delivering a rigid, electron-deficient aromatic scaffold. This configuration enables selective cross-coupling reactions in synthetic organic chemistry, particularly in palladium-catalyzed processes where controlled substitution is essential. The compound exhibits bench-stable handling characteristics and compatibility with standard reaction conditions.

Application

1,5-Dibromonaphthalene serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl scaffolds. Its bromine substituents exhibit high reactivity in standard coupling protocols while maintaining bench stability and ease of purification. The positional selectivity of the 1,5-relationship supports controlled functionalization in the synthesis of complex heterocycles and advanced materials.

Synthesis

  • Route1

    References

    • InterMune, Inc. Patent: US2011/152246 A1, 2011 ; Location in patent: Page/Page column 300-302 ;
  • Route2

    References

    • Cakmak, Osman; Demirtas, Ibrahim; Balaydin, Halis T Tetrahedron, 2002 , vol. 58, # 28 p. 5603 - 5609
  • Route3
    • null|null
      20870-38-6
    • ~55%
    • In-stock
      1,5-Dibromonaphthalene|CS-W010022
      7351-74-8

    References

    • Harvey, Ronald G.; Pataki, John; Cortez, Cecilia; Raddo, Pasquale Di; Yang, ChengXi Journal of Organic Chemistry, 1991 , vol. 56, # 3 p. 1210 - 1217

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-H413
Precautionary Statements : P264-P270-P273-P330

Quality Control

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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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