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CS-W001157 4
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Methyl 3-chloro-4-hydroxybenzoate

  • CAS No. 3964-57-6

  • Cat. No. CS-W007871
  • Purity≥97%
  • MDL No.MFCD00016418

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

Methyl 3-chloro-4-hydroxybenzoate|CS-W007871

Structure of 3964-57-6

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General Information

  • CAS No. 3964-57-6
  • Cat. No. CS-W007871
  • Purity ≥97%
  • MDL No. MFCD00016418
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₃
  • Molecular Weight 186.59
  • Synonym(s) METHYL-4-HYDROXY-3-CHLOROBENZOATE; Methyl 3-chloro-4-hydroxybenzoate
  • SMILES O=C(OC)C1=CC=C(O)C(Cl)=C1

Description

Methyl 3-chloro-4-hydroxybenzoate features a chlorinated aromatic ring bearing both hydroxyl and ester functionalities, enabling selective derivatization in synthetic pathways. The para-hydroxy group enhances solubility and reactivity, while the ortho-chlorine imparts electronic modulation. This compound serves as a key intermediate in pharmaceutical and agrochemical synthesis, particularly where halogenated phenolic motifs are required.

Application

Methyl 3-chloro-4-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzene scaffolds. The ortho-chloro and phenolic hydroxyl groups provide orthogonal reactivity for downstream functionalization via nucleophilic substitution or coupling reactions. Its bench-stable nature and compatibility with standard purification methods facilitate integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-Chloro-4-hydroxybenzoic acid|CS-0063147
      3964-58-7
    • ~94%
    • In-stock
      Methyl 3-chloro-4-hydroxybenzoate|CS-W007871
      3964-57-6

    References

    • Riggs; Nichols; Foreman; Truex Journal of Medicinal Chemistry, 1987 , vol. 30, # 10 p. 1887 - 1891
  • Route2

    References

    • Laboratorios Menarini S.A. Patent: US5990142 A1, 1999 ;
  • Route3

    References

    • Koini, Eftychia N.; Avlonitis, Nicolaos; Calogeropoulou, Theodora Synlett, 2011 , # 11 p. 1537 - 1542

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   46.53
  • LogP   1.8322
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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