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3,5-Dihydroxy-4-methoxybenzoic acid

  • CAS No. 4319-02-2

  • Cat. No. CS-0181941
  • Molecule weight184.15
  • Purity≥97%
  • MDL No.MFCD00016521

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

3,5-Dihydroxy-4-methoxybenzoic acid|CS-0181941

Structure of 4319-02-2

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General Information

  • CAS No. 4319-02-2
  • Cat. No. CS-0181941
  • Purity ≥97%
  • MDL No. MFCD00016521
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₅
  • Molecular Weight 184.15
  • Synonym(s) None
  • SMILES O=C(C1=CC(O)=C(C(O)=C1)OC)O

Description

3,5-Dihydroxy-4-methoxybenzoic acid features a phenolic core with strategically positioned hydroxyl and methoxy groups, enabling robust hydrogen bonding and enhanced solubility in polar media. This arrangement supports its role as a key scaffold in bioactive molecule synthesis, particularly where metabolic stability and targeted polarity are required.

Application

3,5-Dihydroxy-4-methoxybenzoic acid serves as a versatile phenolic building block for the synthesis of bioactive molecules and natural product analogs. Its ortho-dihydroxy motif enables chelation and oxidation-sensitive transformations, while the methoxy and carboxylic acid groups offer orthogonal handles for derivatization. The compound exhibits good bench stability and facilitates efficient purification via recrystallization or chromatography, supporting its use in iterative synthetic sequences and medicinal chemistry campaigns.

Synthesis

  • Route1

    References

    • Fisons Limited Patent: US4172960 A1, 1979 ;
  • Route2

    References

    • Herzig; Pollak Monatshefte fuer Chemie, 1902 , vol. 23, p. 707 Monatshefte fuer Chemie, 1904 , vol. 25, p. 506
  • Route3
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    • ~%
    • In-stock
      3,5-Dihydroxy-4-methoxybenzoic acid|CS-0181941
      4319-02-2

    References

    • Fischer,E.; Bergmann; Lipschitz Chemische Berichte, 1918 , vol. 51, p. 58

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   86.99
  • LogP   0.8046
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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