1-Methyl-3-oxocyclobutane-1-carboxylic acid

Name: 1-Methyl-3-oxocyclobutane-1-carboxylic acid
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CAS No. 286442-89-5
Cat. No. CS-0052446
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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1-Methyl-3-oxocyclobutane-1-carboxylic acid|CS-0052446

Structure of 286442-89-5

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General Information

CAS No. 286442-89-5
Cat. No. CS-0052446
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₃
Molecular Weight 128.13
Synonym(s) 1-Methyl-3-oxo-cyclobutancarbonsaeure
SMILES CC1(CC(=O)C1)C(O)=O

Description

1-Methyl-3-oxocyclobutane-1-carboxylic acid features a strained cyclobutane core with adjacent carbonyl and carboxylic acid functionalities, enabling direct integration into cascade cyclizations. The methyl group enhances steric definition, while the electron-deficient ketone facilitates nucleophilic attack. This structural motif supports efficient access to fused bicyclic systems under mild conditions.

Application

1-Methyl-3-oxocyclobutane-1-carboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling access to strained cyclobutane-containing scaffolds. Its α-keto carboxylic acid functionality facilitates diverse transformations, including decarboxylation, nucleophilic addition, and cyclization reactions. The compound exhibits bench stability and compatible functional group tolerance, supporting efficient integration into multi-step syntheses of bioactive molecules and heterocyclic systems.

Synthesis

Route1
- 83249-07-4
- ~%
- In-stock
  
  286442-89-5
References
- Applequist, Douglas E.; Renken, Terry L.; Wheeler, James W. Journal of Organic Chemistry, 1982 , vol. 47, # 25 p. 4985 - 4995

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅲ
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 54.37
LogP 0.4402
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Key Words

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1-Methyl-3-oxocyclobutane-1-carboxylic acid

CAS No. 286442-89-5

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