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CS-W001157 4
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1-Bromo-2-naphthoic acid

  • CAS No. 20717-79-7

  • Cat. No. CS-W014099
  • Molecule weight251.08
  • Purity≥95%
  • MDL No.MFCD00021408

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

1-Bromo-2-naphthoic acid|CS-W014099

Structure of 20717-79-7

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General Information

  • CAS No. 20717-79-7
  • Cat. No. CS-W014099
  • Purity ≥95%
  • MDL No. MFCD00021408
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇BrO₂
  • Molecular Weight 251.08
  • Synonym(s) 1-Bromo-2-naphthalenecarboxylic Acid
  • SMILES OC(=O)C1=C(Br)C2=C(C=CC=C2)C=C1

Application

1-Bromo-2-naphthoic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the naphthalene core via palladium-catalyzed cross-coupling reactions. Its bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the carboxylic acid functionality allows for derivatization into amides, esters, or anhydrides. The compound demonstrates excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis of complex heterocyclic systems and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Bongui, Jean-Bernard; Elomri, Abdelhakim; Cahard, Dominique; Tillequin, Francois; Pfeiffer, Bruno; Pierre, Alain; Seguin, Elisabeth Chemical and Pharmaceutical Bulletin, 2005 , vol. 53, # 12 p. 1540 - 1546
  • Route2

    References

    • Hellwinkel, Dieter; Bohnet, Siegbert Chemische Berichte, 1987 , vol. 120, p. 1151 - 1174
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 106, # 11 p. 3297 - 3306

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
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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