Lot numbers can be found on the outside label of a product:
(R)-3-Oxocyclopentanecarboxylic acid
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CAS No. 13012-38-9
- Cat. No. CS-0044068
- Purity≥98%
- MDL No.MFCD19228224
*For research and further manufacturing use only, not for direct human use.
Structure of 13012-38-9
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General Information
- CAS No. 13012-38-9
- Cat. No. CS-0044068
- Purity ≥98%
- MDL No. MFCD19228224
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈O₃
- Molecular Weight 128.13
- Synonym(s) 3-oxocyclopentanecarboxylic acid, Fandachem
- SMILES O=C([C@H]1CC(CC1)=O)O
Description
(R)-3-Oxocyclopentanecarboxylic acid is a chiral cyclopentane derivative featuring a ketone and carboxylic acid functional group in close proximity. This structural motif enables direct participation in asymmetric synthesis, serving as a key building block for complex natural products and pharmaceutical intermediates. The stereochemistry at the 3-position ensures predictable reactivity in enantioselective transformations.
Application
(R)-3-Oxocyclopentanecarboxylic acid serves as a valuable chiral building block in synthetic organic chemistry, enabling stereoselective transformations through its enantiomerically pure cyclopentanone carboxylic acid framework. Its α-oxo functionality facilitates nucleophilic additions, condensations, and cyclizations, while the carboxylic acid group supports direct derivatization or activation for coupling reactions. Bench-stable and readily purified, it functions effectively in the synthesis of bioactive heterocycles, natural products, and pharmaceutical intermediates requiring defined stereochemistry.
Synthesis
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Route1
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900504-07-6 - ~84%
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In-stock
13012-38-9
References
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Yu, Xiao-Qiang; Shirai, Tomohiko; Yamamoto, Yasunori; Miyaura, Norio Chemistry - An Asian Journal, 2011 , vol. 6, # 3 p. 932 - 937
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Route2
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In-stock
930-30-3 - ~%
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In-stock
13012-38-9
References
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Lassaletta, Jose-Maria; Fernandez, Rosario; Martin-Zamora, Eloisa; Diez, Elena Journal of the American Chemical Society, 1996 , vol. 118, # 29 p. 7002 - 7003
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Route3
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In-stock
98-78-2 - ~18%
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In-stock
13012-38-9
References
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Ausmees, Kerti; Selyutina, Anastasia; Kuett, Kristel; Lippur, Kristin; Pehk, Tonis; Lopp, Margus; Zusinaite, Eva; Merits, Andres; Kanger, Tonis Nucleosides, Nucleotides and Nucleic Acids, 2011 , vol. 30, # 11 p. 897 - 907
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 54.37
- LogP 0.4402
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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