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5-Bromo-2-naphthoic acid

  • CAS No. 1013-83-8

  • Cat. No. CS-W022315
  • Purity≥95%
  • MDL No.MFCD08236734

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

5-Bromo-2-naphthoic acid|CS-W022315

Structure of 1013-83-8

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General Information

  • CAS No. 1013-83-8
  • Cat. No. CS-W022315
  • Purity ≥95%
  • MDL No. MFCD08236734
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO₂
  • Molecular Weight 251.08
  • Synonym(s) 5-Bromo-2-napthoic acid
  • SMILES O=C(O)C1=CC=C2C(Br)=CC=CC2=C1

Description

5-Bromo-2-naphthoic acid is a brominated naphthoic acid derivative featuring a carboxylic acid group at the 2-position and a bromine substituent at the 5-position of the naphthalene core. This configuration imparts enhanced electron-withdrawing character and facilitates selective functionalization in cross-coupling reactions. The compound exhibits good stability under standard handling conditions and serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

5-Bromo-2-naphthoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the naphthalene core for pharmaceutical and materials applications. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the carboxylic acid group supports derivatization via esterification, amidation, or decarboxylation. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in multi-step syntheses requiring predictable reactivity and reliable yield.

Synthesis

  • Route1

    References

    • The Procter and Gamble Company Patent: US2008/58423 A1, 2008 ; Location in patent: Page/Page column 9 ; US 20080058423 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 59, p. 2561,2564
  • Route3
    • 1,6-Dibromonaphthalen-2-amine|CS-0569273
      13720-04-2
    • ~%
    • In-stock
      5-Bromo-2-naphthoic acid|CS-W022315
      1013-83-8

    References

    • Journal of the American Chemical Society, , vol. 59, p. 2561,2564

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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