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CS-W001157 4
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2-Chloro-6-nitrobenzoic acid

  • CAS No. 5344-49-0

  • Cat. No. CS-0044381
  • Purity≥95%
  • MDL No.MFCD00100425

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

2-Chloro-6-nitrobenzoic acid|CS-0044381

Structure of 5344-49-0

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General Information

  • CAS No. 5344-49-0
  • Cat. No. CS-0044381
  • Purity ≥95%
  • MDL No. MFCD00100425
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNO₄
  • Molecular Weight 201.56
  • Synonym(s) N-(4-chloro-1,3-benzothiazol-2-yl)-2,2-dimethylpropanamide; 2-Chloro-6-nitrobenzoic acid
  • SMILES O=C(O)C1=C([N+]([O-])=O)C=CC=C1Cl

Description

2-Chloro-6-nitrobenzoic acid features a strategically positioned nitro group and chlorine substituent on the aromatic ring, delivering enhanced electrophilicity for downstream coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

2-Chloro-6-nitrobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient functionalization at the aromatic ring through nucleophilic substitution or transition-metal-catalyzed coupling. The ortho-chloro and para-nitro groups provide orthogonal reactivity, facilitating sequential transformations while maintaining stability under standard bench conditions. Its well-defined reactivity profile supports reliable access to substituted heterocycles and complex scaffolds.

Synthesis

  • Route1

    References

    • Bayer Aktiengesellschaft Patent: US6933406 B1, 2005 ; Location in patent: Page/Page column 5 ;
  • Route2

    References

    • Chemische Berichte, , vol. 70, p. 1526,1531
  • Route3

    References

    • Organic Mass Spectrometry, , vol. 21, p. 229 - 234

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

Quality Control

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Computational Chemistry Data

  • TPSA   80.44
  • LogP   1.9464
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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