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CS-W001157 4
Total: USD 88.00

3,6-Dioxabicyclo[3.1.0]hexane

  • CAS No. 285-69-8

  • Cat. No. CS-W016680
  • Purity≥95%
  • MDL No.MFCD00800639

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

3,6-Dioxabicyclo[3.1.0]hexane|CS-W016680

Structure of 285-69-8

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General Information

  • CAS No. 285-69-8
  • Cat. No. CS-W016680
  • Purity ≥95%
  • MDL No. MFCD00800639
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₆O₂
  • Molecular Weight 86.09
  • Synonym(s) 3,4-epoxytetrahydrofuran
  • SMILES C12COCC1O2

Description

3,6-Dioxabicyclo[3.1.0]hexane serves as a rigid, electron-rich scaffold for molecular diversification. This bicyclic acetal features two oxygen atoms at bridgehead positions, enabling stable integration into complex architectures. The constrained geometry enhances regioselectivity in downstream transformations, while the acetal functionality offers controlled release under acidic conditions. Ideal for medicinal chemistry and materials synthesis, it delivers predictable stereochemical outcomes.

Application

3,6-Dioxabicyclo[3.1.0]hexane serves as a rigid, bicyclic scaffold enabling precise spatial control in synthetic design. Its stable dioxane ring system exhibits excellent bench stability and tolerates a range of functional groups, facilitating efficient incorporation into complex molecular architectures. Functions as a key building block for heterocyclic systems and bioactive molecule synthesis, particularly in medicinal chemistry applications requiring conformational constraint.

Synthesis

  • Route1
    • null|null
      1708-29-8
    • ~86%
    • In-stock
      3,6-Dioxabicyclo[3.1.0]hexane|CS-W016680
      285-69-8

    References

    • Xcovery, Inc. Patent: US2009/76005 A1, 2009 ; Location in patent: Page/Page column 23 ; US 20090076005 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Quality Control

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Computational Chemistry Data

  • TPSA   21.76
  • LogP   -0.216
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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