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6,6-Dimethyl-3-Azabicyclo[3.1.0]hexane-2,4-dione

  • CAS No. 194421-56-2

  • Cat. No. CS-M1916
  • Purity≥97%
  • MDL No.MFCD12923551
  • HazMat Fee +

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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

    There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

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

6,6-Dimethyl-3-Azabicyclo[3.1.0]hexane-2,4-dione|CS-M1916

Structure of 194421-56-2

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Description

6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione features a rigid bicyclic core with two ketone functionalities and a nitrogen atom at the bridgehead position. The geminal dimethyl groups enhance steric shielding around the reactive carbonyl centers, improving stability under standard handling conditions. This structural motif enables direct incorporation into complex molecular architectures without requiring extensive protection strategies.

Application

6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione serves as a rigid, bicyclic β-diketone scaffold enabling controlled enolization and metal coordination. Its sterically encumbered dimethyl groups enhance stability and modulate reactivity, facilitating use in transition-metal-catalyzed cyclizations and as a building block for nitrogen-containing heterocycles. The molecule exhibits excellent bench stability and compatibility with standard purification techniques, making it a practical choice for medicinal chemistry libraries and synthetic route development.

General Information

  • CAS No. 194421-56-2
  • Cat. No. CS-M1916
  • Purity ≥97%
  • MDL No. MFCD12923551
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) 3,3-Dimethylcyclopropane-1,2-dicarboximide
  • SMILES O=C1C(C(C)2C)C2C(N1)=O

Computational Chemistry Data

  • TPSA   46.17
  • LogP   -0.085
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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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