4-Oxocyclopentane-1,2-dicarboxylic acid

Name: 4-Oxocyclopentane-1,2-dicarboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1703-61-3
Cat. No. CS-0001962
Purity≥95%
MDL No.MFCD09701962

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Oxocyclopentane-1,2-dicarboxylic acid|CS-0001962

Structure of 1703-61-3

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General Information

CAS No. 1703-61-3
Cat. No. CS-0001962
Purity ≥95%
MDL No. MFCD09701962
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈O₅
Molecular Weight 172.14
Synonym(s) Cyclopentanone-3,4-dicarboxylic acid
SMILES O=C(C1C(C(O)=O)CC(C1)=O)O

Description

4-Oxocyclopentane-1,2-dicarboxylic acid features a rigid cyclopentane core with two adjacent carboxylic acid groups and a strategically positioned ketone at the C4 position. This configuration enables selective metal chelation and serves as a key scaffold in bioactive molecule design. The compound exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

4-Oxocyclopentane-1,2-dicarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted cyclopentane scaffolds prevalent in bioactive molecules. Its orthogonal functionality—combining a ketone and two carboxylic acid groups—facilitates selective derivatization, including esterification, amide formation, and reductive transformations. The compound exhibits good bench stability and is compatible with standard purification techniques, making it suitable for use in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 4373-15-3
- ~91%
- In-stock
  
  1703-61-3
References
- TIBOTEC PHARMACEUTICALS LTD. Patent: WO2008/92955 A1, 2008 ; Location in patent: Page/Page column 24 ;
Route2
- In-stock
  
  4534-68-3
- ~%
- In-stock
  
  1703-61-3
References
- Synlett, , vol. 1997, # 2 p. 193 - 194

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 91.67
LogP -0.2491
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Fatty ring compounds Cyclopentane compounds

Key Words

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4-Oxocyclopentane-1,2-dicarboxylic acid

CAS No. 1703-61-3

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