3a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

Name: 3a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione
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CAS No. 5426-09-5
Cat. No. CS-0155623
Molecule weight166.13
Purity≥95%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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3a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione|CS-0155623

Structure of 5426-09-5

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General Information

CAS No. 5426-09-5
Cat. No. CS-0155623
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆O₄
Molecular Weight 166.13
Synonym(s) 7-Oxanorborna-2-ene-5,6-dicarboxylic anhydride
SMILES C1=CC2C3C(C1O2)C(=O)OC3=O

Description

Octamethylporphyrin was readily obtained from ethyl 3,4,5-trimethylpyrrole-2-carboxylate. Steric control can be overridden by apparent electronic effect is demonstrated by the even bulkier pyrrole derivative, ethyl 3,4,5-trimethylpyrrole-2-carboxylate. The reaction with diazonium salts of theEthyl 3,4,5-trimethylpyrrole-2-carboxylatehas been examined in detail by chromatographic and spectroscopic methods. In the presence of a strong mineral acid, Ethyl 3,4,5-trimethylpyrrole-2-carboxylate reacts with p-nitrobenzenediazonium ions to give a red, chemically labile, azo dye.

Application

4,10-Dioxatri-cyclo[5.2.1.0²,⁶]dec-8-ene-3,5-dione serves as a versatile bicyclic synthon in heterocyclic synthesis, enabling efficient access to fused polycyclic architectures through Diels-Alder and Michael addition cascades. Its embedded enone system and strained cycloalkene framework facilitate controlled, regioselective transformations under mild conditions, offering bench-stable reactivity and compatibility with diverse functional groups.

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

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Computational Chemistry Data

TPSA 52.6
LogP -0.3606
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Anhydride

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Key Words

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3a,4,7,7a-Tetrahydro-4,7-epoxyisobenzofuran-1,3-dione

CAS No. 5426-09-5

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