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CS-W001157 4
Total: USD 88.00

2-Chloro-4-methylbenzoic acid

  • CAS No. 7697-25-8

  • Cat. No. CS-W005794
  • Purity≥98%
  • MDL No.MFCD03094667

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

2-Chloro-4-methylbenzoic acid|CS-W005794

Structure of 7697-25-8

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General Information

  • CAS No. 7697-25-8
  • Cat. No. CS-W005794
  • Purity ≥98%
  • MDL No. MFCD03094667
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) 4-Carboxy-3-chlorotoluene, 2-Chloro-p-toluic acid
  • SMILES O=C(O)C1=CC=C(C)C=C1Cl

Description

2-Chloro-4-methylbenzoic acid features a strategically positioned chloro group and methyl substituent on the aromatic ring, enabling selective functionalization in pharmaceutical intermediates. This electron-deficient benzoic acid derivative exhibits enhanced reactivity in coupling reactions and maintains stability under standard bench conditions.

Application

2-Chloro-4-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering a well-defined ortho-chloro and meta-methyl substitution pattern on the aromatic ring. Its carboxylic acid functionality enables direct coupling reactions, including amide formation and esterification, while maintaining stability under standard bench conditions. The molecule exhibits predictable reactivity in electrophilic aromatic substitution and functions effectively in Suzuki-Miyaura and Stille couplings when appropriately activated. Its defined regiochemistry supports reliable downstream derivatization for API development and heterocyclic scaffold construction.

Synthesis

  • Route1
    • 2-Chloro-1,4-dimethylbenzene|CS-W016448
      95-72-7
    • ~29%
    • In-stock
      2-Chloro-4-methylbenzoic acid|CS-W005794
      7697-25-8

    References

    • Synthetic Communications, , vol. 38, # 16 p. 2820 - 2825
  • Route2

    References

    • Journal of the Chemical Society, , p. 4227,4230
  • Route3

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 39, p. 496 Justus Liebigs Annalen der Chemie, , vol. 265, p. 349

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   37.3
  • LogP   2.34662
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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