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

Name: 3-Oxabicyclo[3.1.0]hexane-2,4-dione
Brand: ChemScene
Availability: InStock
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CAS No. 5617-74-3
Cat. No. CS-W002390
Purity≥97%
MDL No.MFCD00126929

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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3-Oxabicyclo[3.1.0]hexane-2,4-dione|CS-W002390

Structure of 5617-74-3

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Description

3-Oxabicyclo[3.1.0]hexane-2,4-dione features a strained bicyclic core with two ketone functionalities flanking a bridgehead oxygen, enabling selective reactivity in cycloaddition and ring-opening processes. This rigid, electron-deficient scaffold integrates readily into complex molecular architectures under mild conditions.

Application

3-Oxabicyclo[3.1.0]hexane-2,4-dione serves as a versatile bicyclic synthon for the construction of oxygenated heterocycles and strained ring systems. Its conjugated diketone functionality enables Diels-Alder cycloadditions, Michael additions, and enolate-mediated transformations with predictable stereocontrol. The molecule exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product total synthesis.

General Information

CAS No. 5617-74-3
Cat. No. CS-W002390
Purity ≥97%
MDL No. MFCD00126929
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄O₃
Molecular Weight 112.08
Synonym(s) 3-oxabicyclo(3.1.0)hexane-2,4-dione
SMILES O=C1OC(=O)C2C1C2

Computational Chemistry Data

TPSA 43.37
LogP -0.2941
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

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 : 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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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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

CAS No. 5617-74-3

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