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CS-W001157 4
Total: USD 88.00

6-Hydroxy-1,4-benzodioxane

  • CAS No. 10288-72-9

  • Cat. No. CS-W001173
  • Molecule weight152.15
  • Purity≥97%
  • MDL No.MFCD06656571

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

6-Hydroxy-1,4-benzodioxane|CS-W001173

Structure of 10288-72-9

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General Information

  • CAS No. 10288-72-9
  • Cat. No. CS-W001173
  • Purity ≥97%
  • MDL No. MFCD06656571
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈O₃
  • Molecular Weight 152.15
  • Synonym(s) 2,3-Dihydrobenzo[b][1,4]dioxin-6-ol
  • SMILES Oc1ccc2c(c1)OCCO2

Description

6-Hydroxy-1,4-benzodioxane features a hydroxyl group at the 6-position of a rigid benzodioxane scaffold, enhancing solubility and enabling site-specific derivatization. This bench-stable heterocycle serves as a key building block in bioactive molecule synthesis, particularly for compounds requiring oxygenated aromatic functionality with controlled polarity and metabolic stability.

Application

6-Hydroxy-1,4-benzodioxane serves as a versatile scaffold in medicinal chemistry, offering a stable, oxygen-rich core with a phenolic hydroxyl group amenable to derivatization. Its bench-stable structure facilitates efficient functionalization via etherification, esterification, or metal-catalyzed coupling reactions, enabling rapid access to analogs for drug discovery campaigns. The fused dioxane ring enhances metabolic stability and modulates lipophilicity, making it a valuable building block in the synthesis of bioactive molecules and heterocyclic APIs.

Synthesis

  • Route1

    References

    • Roche Palo Alto LLC Patent: US2007/49609 A1, 2007 ; Location in patent: Page/Page column 102 ; US 20070049609 A1
  • Route2

    References

    • Chapleo, Christopher B.; Doxey, John C.; Myers, Peter L.; Myers, Malcolm; Smith, Colin F. C.; Stillings, Michael R. European Journal of Medicinal Chemistry, 1989 , vol. 24, p. 619 - 622
  • Route3
    • 2,3-Dihydrobenzo[b][1,4]dioxin-6-yl acetate|CS-0810286
      7159-14-0
    • ~96%
    • In-stock
      6-Hydroxy-1,4-benzodioxane|CS-W001173
      10288-72-9

    References

    • Besson, Thierry; Ruiz, Nicolas; Coudert, Gerard; Guillaumet, Gerald Tetrahedron, 1995 , vol. 51, # 11 p. 3197 - 3204

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   38.69
  • LogP   1.1634
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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