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2-(3-Bromophenyl)-naphthalene

  • CAS No. 667940-23-0

  • Cat. No. CS-0168442
  • Purity≥98%
  • MDL No.MFCD16658911

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

2-(3-Bromophenyl)-naphthalene|CS-0168442

Structure of 667940-23-0

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General Information

  • CAS No. 667940-23-0
  • Cat. No. CS-0168442
  • Purity ≥98%
  • MDL No. MFCD16658911
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁Br
  • Molecular Weight 283.16
  • Synonym(s) 2-(3-Bromophenyl)naphthalene
  • SMILES BrC1=CC(C2=CC=C3C=CC=CC3=C2)=CC=C1

Description

This naphthalene derivative features a 3-bromophenyl group appended at the 2-position, creating a rigid, planar architecture with enhanced π-stacking potential. The bromine substituent serves as a synthetic handle for further functionalization via cross-coupling reactions. Designed for use in organic synthesis and materials science applications requiring electron-deficient aromatic systems.

Application

2-(3-Bromophenyl)naphthalene serves as a versatile building block for constructing biaryl scaffolds in medicinal chemistry and materials science. The bromine substituent enables palladium-catalyzed cross-coupling reactions, including Suzuki and Stille couplings, with high functional group tolerance. Its rigid, planar structure enhances π-stacking interactions in target molecules, while the naphthalene core provides stability and favorable electronic properties for downstream derivatization.

Synthesis

  • Route1

    References

    • LG CHEM, LTD. Patent: WO2008/13399 A1, 2008 ; Location in patent: Page/Page column 14-15 ;
  • Route2

    References

    • LG CHEM. LTD. Patent: WO2007/86695 A1, 2007 ; Location in patent: Page/Page column 72 ;
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 135, # 42 p. 15710 - 15713

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

Quality Control

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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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