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CS-W001157 4
Total: USD 88.00

3-Amino-4-methoxybenzoic acid

  • CAS No. 2840-26-8

  • Cat. No. CS-W017841
  • Purity≥98%
  • MDL No.MFCD00002521

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

3-Amino-4-methoxybenzoic acid|CS-W017841

Structure of 2840-26-8

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General Information

  • CAS No. 2840-26-8
  • Cat. No. CS-W017841
  • Purity ≥98%
  • MDL No. MFCD00002521
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) 3-Amino-p-anisic Acid
  • SMILES O=C(O)C1=CC=C(OC)C(N)=C1

Description

3-Amino-4-methoxybenzoic acid features a strategically positioned amino group and methoxy substituent on the aromatic ring, enabling versatile conjugation in bioactive molecule design. This electron-rich scaffold enhances solubility and facilitates coupling reactions under mild conditions.

Application

3-Amino-4-methoxybenzoic acid serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling direct incorporation into diverse heterocyclic scaffolds. Its ortho-amino and meta-methoxy functionalities provide complementary reactivity for palladium-catalyzed couplings, electrophilic substitutions, and amide formation. Bench-stable and readily purified by recrystallization, it functions efficiently in multi-step syntheses requiring precise regiocontrol and functional group compatibility.

Synthesis

  • Route1
    • null|null
      110-53-2
    • In-stock
      4-Methoxy-3-nitrobenzoic acid|CS-W015681
      89-41-8
    • ~98%
    • In-stock
      3-Amino-4-methoxybenzoic acid|CS-W017841
      2840-26-8

    References

    • Japan Tobacco Inc. Patent: US6017919 A1, 2000 ;
  • Route2

    References

    • Ram, Siya; Ehrenkaufer, Richard E. Tetrahedron Letters, 1984 , vol. 25, # 32 p. 3415 - 3418
  • Route3

    References

    • Auwers Chemische Berichte, 1897 , vol. 30, p. 1477

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   72.55
  • LogP   0.9756
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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