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CS-W001157 4
Total: USD 88.00

2,4-Dihydroxy-6-methylbenzaldehyde

  • CAS No. 487-69-4

  • Cat. No. CS-W008436
  • Purity≥95%
  • MDL No.MFCD00033852

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

2,4-Dihydroxy-6-methylbenzaldehyde|CS-W008436

Structure of 487-69-4

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General Information

  • CAS No. 487-69-4
  • Cat. No. CS-W008436
  • Purity ≥95%
  • MDL No. MFCD00033852
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight 152.15
  • Synonym(s) Orcylic aldehyde
  • SMILES O=CC1=C(C)C=C(O)C=C1O

Description

This 2,4-dihydroxy-6-methylbenzaldehyde features a methyl-substituted aromatic ring flanked by two hydroxyl groups and a formyl functionality, delivering enhanced solubility and stability under standard conditions. The ortho-hydroxyl arrangement facilitates chelation in metal coordination, while the para-positioned methyl group imparts steric protection to the aldehyde. This combination enables efficient incorporation into synthetic scaffolds for bioactive molecule development.

Application

2,4-Dihydroxy-6-methylbenzaldehyde serves as a versatile building block in the synthesis of bioactive heterocycles and natural product analogs. Its ortho-dihydroxy motif enables reliable metal chelation and oxidation to quinones, while the aldehyde group facilitates condensation reactions with amines, hydrazines, and nucleophiles under mild conditions. The methyl substituent enhances solubility and metabolic stability in downstream scaffolds, making it valuable for medicinal chemistry campaigns requiring bench-stable, functionalized aromatic intermediates.

Synthesis

  • Route1
    • In-stock
      Orcinol|CS-W008652
      504-15-4
    • null|null
      68-12-2
    • ~10%
    • In-stock
      2,4-Dihydroxy-6-methylbenzaldehyde|CS-W008436
      487-69-4

    References

    • UNIVERSITY OF IOWA RESEARCH FOUNDATION; JIN, Zhendong; KANG, Ying Patent: WO2004/58738 A1, 2004 ; Location in patent: Page 2/2; 10 ;
  • Route2
    • In-stock
      Orcinol|CS-W008652
      504-15-4
    • null|null
      557-21-1
    • ~74%
    • In-stock
      2,4-Dihydroxy-6-methylbenzaldehyde|CS-W008436
      487-69-4

    References

    • THE UNIVERSITY OF SUSSEX; MOORE, Anthony Lennox; ALBURY, Mary Susan; YOUNG, Luke Edward; ELLIOTT, Catherine Patent: WO2013/160670 A1, 2013 ; Location in patent: Page/Page column 24 ;
  • Route3

    References

    • Solladie; Rubio; Carreno; Ruano Tetrahedron Asymmetry, 1990 , vol. 1, # 3 p. 187 - 198

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   57.53
  • LogP   1.21872
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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