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CS-W001157 4
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4-Chloro-3-methoxybenzoic acid

  • CAS No. 85740-98-3

  • Cat. No. CS-W019523
  • Purity≥95%
  • MDL No.MFCD00269640

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

4-Chloro-3-methoxybenzoic acid|CS-W019523

Structure of 85740-98-3

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General Information

  • CAS No. 85740-98-3
  • Cat. No. CS-W019523
  • Purity ≥95%
  • MDL No. MFCD00269640
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₃
  • Molecular Weight 186.59
  • Synonym(s) 4-Chloro-m-anisic Acid
  • SMILES O=C(O)C1=CC=C(Cl)C(OC)=C1

Description

4-Chloro-3-methoxybenzoic acid features a benzene ring bearing chlorine, methoxy, and carboxylic acid groups in a defined ortho/meta substitution pattern. This electron-deficient aromatic scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for pharmaceutical intermediates and agrochemicals. The methoxy group enhances solubility and modulates electronic effects.

Application

4-Chloro-3-methoxybenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted benzimidazoles, heterocycles, and bioactive scaffolds. Its ortho-directed reactivity and compatibility with standard coupling protocols facilitate downstream derivatization. Bench-stable and readily purified by recrystallization, it functions reliably in amide formation, Suzuki-Miyaura coupling, and electrophilic substitution reactions.

Synthesis

  • Route1

    References

    • Nguyen, Thi-Huu; Chau, Nguyet Trang Thanh; Castanet, Anne-Sophie; Nguyen, Kim Phi Phung; Mortier, Jacques Journal of Organic Chemistry, 2007 , vol. 72, # 9 p. 3419 - 3429
  • Route2

    References

    • EP279698 A3, ;
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      75-93-4
    • 1-(4-Chloro-3-hydroxyphenyl)ethanone|CS-0192340
      61124-56-9
    • ~%
    • In-stock
      4-Chloro-3-methoxybenzoic acid|CS-W019523
      85740-98-3

    References

    • Journal of Heterocyclic Chemistry, , vol. 20, # 1 p. 55 - 59

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
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   2.0468
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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