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CS-W001157 4
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3-Chloro-4-hydroxybenzoic acid

  • CAS No. 3964-58-7

  • Cat. No. CS-0063147
  • Purity≥98%
  • MDL No.None

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

3-Chloro-4-hydroxybenzoic acid|CS-0063147

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General Information

  • CAS No. 3964-58-7
  • Cat. No. CS-0063147
  • Purity ≥98%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClO₃
  • Molecular Weight 172.57
  • Synonym(s) 3-chloro-4-hydroxybenzoic acid hydrate
  • SMILES O=C(O)C1=CC=C(O)C(Cl)=C1

Description

3-Chloro-4-hydroxybenzoic acid features a hydroxyl group ortho to the carboxylic acid and a chloro substituent at the para position, delivering enhanced electron withdrawal and improved solubility. This arrangement supports efficient coupling reactions in synthetic routes to bioactive molecules.

Application

3-Chloro-4-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring. Its ortho-chloro and para-hydroxyl groups provide complementary reactivity for Suzuki-Miyaura coupling, nucleophilic substitution, and derivatization via esterification or amide formation. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthetic sequences and scale-up applications.

Synthesis

  • Route1
    • 4-Hydroxybenzoic acid  Cetirizine Impurity|CS-0167040
      99-96-7
    • ~84%
    • In-stock
      3-Chloro-4-hydroxybenzoic acid|CS-0063147
      3964-58-7

    References

    • AKAAL PHARMA PTY LTD; GROBELNY, Damian W; GILL, Gurmit S Patent: WO2014/63199 A1, 2014 ; Location in patent: Page/Page column 76 ;
  • Route2

    References

    • Biltz Chemische Berichte, 1904 , vol. 37, p. 4033
  • Route3

    References

    • Ogata, Yoshiro; Tomizawa, Kohtaro Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , # 6 p. 985 - 988

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.7438
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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