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CS-W001157 4
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5-Bromo-1-naphthoic acid

  • CAS No. 16726-67-3

  • Cat. No. CS-W004900
  • Purity≥95%
  • MDL No.MFCD00092713

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

5-Bromo-1-naphthoic acid|CS-W004900

Structure of 16726-67-3

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General Information

  • CAS No. 16726-67-3
  • Cat. No. CS-W004900
  • Purity ≥95%
  • MDL No. MFCD00092713
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO₂
  • Molecular Weight 251.08
  • Synonym(s) 5-bromonaphthalene-1-carboxylic acid
  • SMILES O=C(O)C1=C2C=CC=C(Br)C2=CC=C1

Description

5-Bromo-1-naphthoic acid features a bromine substituent at the 5-position of the naphthalene core, delivering enhanced reactivity for electrophilic functionalization. The carboxylic acid group enables direct coupling reactions and facilitates derivatization in synthetic pathways. This bench-stable, moisture-tolerant compound integrates readily into complex molecular architectures.

Application

5-Bromo-1-naphthoic acid serves as a versatile building block for the synthesis of functionalized naphthalene derivatives. The bromine and carboxylic acid groups enable sequential transformations via Suzuki-Miyaura coupling, direct arylation, or esterification, offering reliable access to complex scaffolds. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step synthetic sequences requiring orthogonal reactivity and moderate functional group tolerance.

Synthesis

  • Route1

    References

    • Repine, Joseph T.; Johnson, Douglas S.; White, Andrew D.; Favor, David A.; Stier, Michael A.; Yip, Judy; Rankin, Trent; Ding, Qizhu; Maiti, Samarendra N. Tetrahedron Letters, 2007 , vol. 48, # 31 p. 5539 - 5541
  • Route2

    References

    • Li, Zhigang; Yang, Qing; Qian, Xuhong Tetrahedron, 2005 , vol. 61, # 36 p. 8711 - 8717
  • Route3
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    • In-stock
      5-Bromo-1-naphthoic acid|CS-W004900
      16726-67-3

    References

    • Journal of the American Chemical Society, , vol. 51, p. 3365

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   37.3
  • LogP   3.3005
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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