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CS-W001157 4
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2-(4-Bromophenyl)naphthalene

  • CAS No. 22082-99-1

  • Cat. No. CS-0155879
  • Purity≥97%
  • MDL No.MFCD09271778

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

2-(4-Bromophenyl)naphthalene|CS-0155879

Structure of 22082-99-1

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General Information

  • CAS No. 22082-99-1
  • Cat. No. CS-0155879
  • Purity ≥97%
  • MDL No. MFCD09271778
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁Br
  • Molecular Weight 283.16
  • Synonym(s) 2-(4-Bromophenyl)naphthalen
  • SMILES C1=CC=C2C=C(C=CC2=C1)C3=CC=C(C=C3)Br

Description

2-(4-Bromophenyl)naphthalene features a brominated phenyl group attached to a naphthalene core, enabling efficient coupling in cross-coupling reactions. This rigid, electron-deficient architecture enhances stability and facilitates integration into complex molecular scaffolds for materials science and pharmaceutical development under standard conditions.

Application

2-(4-Bromophenyl)naphthalene serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling the construction of biaryl systems under standard catalytic conditions. The bromine substituent exhibits high reactivity and compatibility with palladium catalysts, while the naphthalene core provides structural rigidity and electronic stability. This compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in pharmaceutical and materials chemistry.

Synthesis

  • Route1

    References

    • IDEMITSU KOSAN CO., LTD. Patent: EP1707550 A1, 2006 ; Location in patent: Page/Page column 33 ;
  • Route2

    References

    • LG CHEM. LTD. Patent: WO2007/86695 A1, 2007 ; Location in patent: Page/Page column 63-64 ;
  • Route3
    • null|null
      1241602-88-9
    • ~93%
    • In-stock
      2-(4-Bromophenyl)naphthalene|CS-0155879
      22082-99-1

    References

    • Solorio-Alvarado, Cesar R.; Echavarren, Antonio M. Journal of the American Chemical Society, 2010 , vol. 132, # 34 p. 11881 - 11883

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   5.2693
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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