3-Oxocyclobutanecarboxylic acid ethyl ester

CAS No. 87121-89-9
Cat. No. CS-W008814
Purity≥97%
MDL No.MFCD09834114

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3-Oxocyclobutanecarboxylic acid ethyl ester|CS-W008814

Structure of 87121-89-9

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Description

3-Oxocyclobutanecarboxylic acid ethyl ester features a strained cyclobutane ring bearing both a ketone and an ester functionality, enabling direct integration into heterocyclic synthesis. This reactive scaffold facilitates efficient ring expansion or nucleophilic addition processes under mild conditions, offering a valuable building block for complex molecular architectures in medicinal chemistry and natural product analog development.

Application

3-Oxocyclobutanecarboxylic acid ethyl ester serves as a versatile building block in synthetic organic chemistry, enabling efficient access to strained cyclobutane frameworks. Its α,β-unsaturated carbonyl system facilitates Michael additions, aldol reactions, and transition-metal-catalyzed cyclizations. The ethyl ester group provides excellent stability and ease of purification, while tolerating a range of functional groups under standard reaction conditions. This reagent is particularly valuable for constructing cyclic scaffolds relevant to medicinal chemistry and natural product synthesis.

General Information

CAS No. 87121-89-9
Cat. No. CS-W008814
Purity ≥97%
MDL No. MFCD09834114
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₀O₃
Molecular Weight 142.15
Synonym(s) Ethyl 3-oxocyclobutane-1-carboxylate; Ethyl 3-oxocyclobutanecarboxylate; 3-Oxo-cyclobutanecarboxylic acid ethyl ester
SMILES O=C(C1CC(C1)=O)OCC

Computational Chemistry Data

TPSA 43.37
LogP 0.5286
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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 Functional Group Ester

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

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3-Oxocyclobutanecarboxylic acid ethyl ester

CAS No. 87121-89-9

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