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

Name: 3-Azabicyclo[3.1.0]hexane-2,4-dione
Brand: ChemScene
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CAS No. 5617-69-6
Cat. No. CS-0055993
Purity≥97%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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3-Azabicyclo[3.1.0]hexane-2,4-dione|CS-0055993

Structure of 5617-69-6

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General Information

CAS No. 5617-69-6
Cat. No. CS-0055993
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅NO₂
Molecular Weight 111.10
Synonym(s) None
SMILES O=C(N1)C2CC2C1=O

Description

3-Azabicyclo[3.1.0]hexane-2,4-dione delivers a rigid, electron-deficient scaffold ideal for constructing nitrogen-containing heterocycles. This bicyclic diketone features a strained framework that enhances reactivity in cycloadditions and enables selective functionalization at the 3-position. The molecule's defined geometry supports precise stereochemical control in synthetic sequences.

Application

3-Azabicyclo[3.1.0]hexane-2,4-dione serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of constrained nitrogen-containing scaffolds. Its diketone functionality supports diverse transformations including reductive amination, nucleophilic addition, and cycloaddition reactions. The bicyclic core provides conformational rigidity beneficial for structure-activity studies, while the stability under standard bench conditions facilitates handling and purification.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.17
LogP -0.7211
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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

CAS No. 5617-69-6

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