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3-Chloro-5-(methoxycarbonyl)benzoic acid

  • CAS No. 153203-57-7

  • Cat. No. CS-0320896
  • Purity≥97%
  • MDL No.MFCD08458982

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

3-Chloro-5-(methoxycarbonyl)benzoic acid|CS-0320896

Structure of 153203-57-7

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General Information

  • CAS No. 153203-57-7
  • Cat. No. CS-0320896
  • Purity ≥97%
  • MDL No. MFCD08458982
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇ClO₄
  • Molecular Weight 214.60
  • Synonym(s) CHEMPACIFIC 41250
  • SMILES COC(=O)C1=CC(=CC(=C1)C(=O)O)Cl

Description

3-Chloro-5-(methoxycarbonyl)benzoic acid features a strategically positioned chloro group and ester-functionalized carboxyl moiety, enabling direct integration into pharmaceutical intermediates. This electron-deficient aromatic scaffold supports efficient derivatization under standard conditions, offering enhanced stability and predictable reactivity in synthetic workflows.

Application

3-Chloro-5-(methoxycarbonyl)benzoic acid serves as a versatile building block for synthesizing substituted benzoic acid derivatives and heterocyclic scaffolds. Its orthogonal functional groups—chloro, carboxylic acid, and methyl ester—enable sequential transformations including nucleophilic substitution, decarboxylation, and cross-coupling reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Gerritz, Samuel; Shi, Shuhao; Zhu, Shirong Patent: US2006/287287 A1, 2006 ; Location in patent: Page/Page column 20 ; US 20060287287 A1
  • Route2

    References

    • Boehringer Ingelheim International GmbH Patent: US2006/223759 A1, 2006 ; Location in patent: Page/Page column 201 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.8248
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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