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CS-W001157 4
Total: USD 88.00

2-Methylene-1,3-dioxepane

  • CAS No. 69814-56-8

  • Cat. No. CS-W006464
  • Purity≥95%
  • MDL No.None

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

2-Methylene-1,3-dioxepane|CS-W006464

Structure of 69814-56-8

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General Information

  • CAS No. 69814-56-8
  • Cat. No. CS-W006464
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₂
  • Molecular Weight 114.14
  • Synonym(s) 3-METHYLENE-1,3-DIOXEPANE
  • SMILES C=C1OCCCCO1

Description

2-Methylene-1,3-dioxepane is a strained cyclic ether featuring a reactive exocyclic methylene group. This structural motif enables direct incorporation into ring-opening or cycloaddition reactions, serving as a key intermediate in the synthesis of complex heterocycles and bioactive molecules under mild conditions.

Application

2-Methylene-1,3-dioxepane serves as a versatile synthon for the construction of oxygen-containing heterocycles and functionalized carbocycles. Its strained dioxepane ring enables selective ring-opening reactions with nucleophiles, while the exocyclic methylene group participates in Diels-Alder cycloadditions and conjugate additions. The compound exhibits good bench stability and facilitates efficient access to complex molecular architectures through orthogonal reactivity patterns.

Synthesis

  • Route1
    • 2-(Bromomethyl)-1,3-dioxepane|CS-0331739
      57626-95-6
    • ~96%
    • In-stock
      2-Methylene-1,3-dioxepane|CS-W006464
      69814-56-8

    References

    • Diaz-Ortiz, Angel; Prieto, Pilar; Loupy, Andre; Abenhaim, David Tetrahedron Letters, 1996 , vol. 37, # 10 p. 1695 - 1698
  • Route2
    • 2-(Chloromethyl)-1,3-dioxepane|CS-1168915
      54237-96-6
    • null|null
      78-92-2
    • ~70%
    • In-stock
      2-Methylene-1,3-dioxepane|CS-W006464
      69814-56-8

    References

    • Eastman Kodak Company Patent: US5164516 A1, 1992 ;
  • Route3
    • 2-(Chloromethyl)-1,3-dioxepane|CS-1168915
      54237-96-6
    • ~89%
    • In-stock
      2-Methylene-1,3-dioxepane|CS-W006464
      69814-56-8

    References

    • Wu, Zhihong; Stanley, Roy R.; Pittman Jr., Charles U. Journal of Organic Chemistry, 1999 , vol. 64, # 22 p. 8386 - 8395

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

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.2846
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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