Caronic anhydride

Name: Caronic anhydride
Brand: ChemScene
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CAS No. 67911-21-1
Cat. No. CS-0015906
Purity≥98%
MDL No.MFCD09751198

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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+
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Structure of 67911-21-1

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General Information

CAS No. 67911-21-1
Cat. No. CS-0015906
Purity ≥98%
MDL No. MFCD09751198
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈O₃
Molecular Weight 140.14
Synonym(s) 6,6-Dimethyl-3-oxabicyclo[3.1.0]hexane-2,4-dione; Caronic anhydride; 3,3-Dimethyl-1,2-cyclopropanedicarboxylic Anhydride
SMILES O=C(O1)C2C(C)(C)C2C1=O

Description

Caronic anhydride features a highly reactive anhydride moiety flanked by electron-deficient aromatic rings, enabling efficient coupling with nucleophiles under mild conditions. This bench-stable reagent streamlines amide and ester formation in synthetic workflows, particularly in complex molecule assembly where regioselectivity and functional group tolerance are critical.

Application

Caronic anhydride serves as a versatile acylating agent for the selective introduction of carboxylic acid functionalities under mild conditions. It facilitates efficient esterification and amide formation, particularly valuable in peptide synthesis and functional group interconversions. The reagent exhibits good bench stability, ease of handling, and clean reaction profiles with minimal byproduct formation, enabling straightforward purification. Its compatibility with diverse functional groups makes it a practical choice for complex molecule assembly in medicinal chemistry and process development workflows.

Synthesis

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References
- Journal of the Chemical Society, , vol. 75, p. 54 Journal of the Chemical Society, , vol. 79, p. 753 Chemische Berichte, , vol. 29, p. 2797
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References
- Tetrahedron Asymmetry, , vol. 7, # 11 p. 3169 - 3180
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  97-41-6
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References
- Tetrahedron Asymmetry, , vol. 7, # 11 p. 3169 - 3180

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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Computational Chemistry Data

TPSA 43.37
LogP 0.342
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

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Caronic anhydride

CAS No. 67911-21-1

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