Determine the necessary mass, volume, or concentration for preparing a solution.
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≥96%(GC) for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
A versatile electrophile utilized in a variety of addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with silyl enol ethers, and siloxanes. Diels-Alder cycloadditions, and phosphoniosilylations.
| Sonrisas canónicas | C1CC(=O)C=C1 |
|---|---|
| IUPAC Name | cyclopent-2-en-1-one |
| InChIKey | BZKFMUIJRXWWQK-UHFFFAOYSA-N |
| INCHI | 1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2 |
| Isómeros SMILES | C1CC(=O)C=C1 |
| WGK Alemania | 3 |
| Peso molecular | 82.1 |
| Beilstein | 1446054 |
| Reaxy-Rn | 1446054 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1446054&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Clase | Organooxygen compounds |
| Subclass | Carbonyl compounds |
| Intermediate Tree Nodes | Ketones |
| Direct Parent | Cyclic ketones |
| Alternative Parents | Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Cyclic ketone - Organic oxide - Hydrocarbon derivative - Aliphatic homomonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. |
| External Descriptors | Not available |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Apr 02, 2026 | C139450 | |
| Certificate of Analysis | Sep 09, 2025 | C139450 | |
| Certificate of Analysis | Dec 10, 2024 | C139450 | |
| Certificate of Analysis | Dec 10, 2024 | C139450 | |
| Certificate of Analysis | Dec 10, 2024 | C139450 | |
| Certificate of Analysis | Dec 10, 2024 | C139450 | |
| Certificate of Analysis | Apr 01, 2024 | C139450 | |
| Certificate of Analysis | Apr 01, 2024 | C139450 | |
| Certificate of Analysis | Aug 08, 2023 | C139450 | |
| Certificate of Analysis | Mar 04, 2022 | C139450 | |
| Certificate of Analysis | Mar 04, 2022 | C139450 |
| Solubilidad | Miscible with alcohol and ether. Immiscible with water. |
|---|---|
| Sensibilidad | Moisture & light & heat sensitive |
| Índice de refracción | 1.48 |
| Punto de inflamación (°C) | 48 °C |
| Punto de ebullición (°C) | 154 °C |
| Peso molecular | 82.100 g/mol |
| XLogP3 | 0.500 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 82.0419 Da |
| Monoisotopic Mass | 82.0419 Da |
| Topological Polar Surface Area | 17.100 Ų |
| Heavy Atom Count | 6 |
| Formal Charge | 0 |
| Complexity | 92.100 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Qian Zhou, Bingxiao Feng, Lining Hao, Chao Pan, Hongbing Song, Hengjun Gai, Quanhong Zhu, Meng Xiao, Tingting Huang. (2022) Preparation and application of low-cost fibers for efficient adsorption of oil from coal pyrolysis wastewater and establishment of quantitative equation for calculating oil contact angle under water. Journal of Water Process Engineering, [PMID:] [10.1016/j.jwpe.2022.103461] |
| 2. Liu Mengfan, Yao Jingjing, Zhang Chengliang, Hao Runqin, Zhang Zhongguo, Cao Wenbo. (2022) Quantitative analysis of multi-components by single-marker: An effective method for the chemical characterization of wood vinegar. INDUSTRIAL CROPS AND PRODUCTS, [PMID:] [10.1016/j.indcrop.2022.114862] |
| 3. Xing-Long Li, Rui Zhu. (2022) A multi-functional porous cobalt catalyst for the selective hydrogenative ring-opening and rearrangement of furfural to cyclopentanol. Materials Advances, 3 (9): (3885-3896). [PMID:] [10.1039/D2MA00127F] |
| 4. Wang Dongdong, Al-Mamun Mohammad, Gong Wanbing, Lv Yang, Chen Chun, Lin Yue, Wang Guozhong, Zhang Haimin, Zhao Huijun. (2021) Converting Co2+-impregnated g-C3N4 into N-doped CNTs-confined Co nanoparticles for efficient hydrogenation rearrangement reactions of furanic aldehydes. Nano Research, 14 (8): (2846-2852). [PMID:] [10.1007/s12274-021-3298-y] |
| 5. Jyoti Gupta, Konstantinos Papadikis, Elena Yu. Konysheva, Yi Lin, Ivan V. Kozhevnikov, Jingjing Li. (2021) CaO catalyst for multi-route conversion of oakwood biomass to value-added chemicals and fuel precursors in fast pyrolysis. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2020.119858] |
| 6. Junjian Xie, Lun Pan, Genkuo Nie, Jiawei Xie, Yakun Liu, Chi Ma, Xiangwen Zhang, Ji-Jun Zou. (2019) Photoinduced cycloaddition of biomass derivatives to obtain high-performance spiro-fuel. GREEN CHEMISTRY, 21 (21): (5886-5895). [PMID:] [10.1039/C9GC02790D] |
| 7. Yuan Wang, Wei Zhu, Shengya Sang, Lijing Gao, Guomin Xiao. (2017) Supported Cu catalysts for the hydrogenation of furfural in aqueous phase: effect of support. Asia-Pacific Journal of Chemical Engineering, 12 (3): (422-431). [PMID:] [10.1002/apj.2085] |
| 8. Yuan Liu, Fang Liu, Li Yang, Feiqiang Guo, Shiliang Wu, Rui Xiao. (2024) Directional synthesis and application of long-chain ethers from biomass-derived carbonyls. FUEL, [PMID:] [10.1016/j.fuel.2024.132266] |
| 9. Weichen Wang, Hongke Zhang, Fangyuan Zhou, Yidan Wang, Zhiyu Xiang, Wanbin Zhu, Hongliang Wang. (2024) Phytic acid-assisted phase-controlled synthesis of nickel phosphides for highly selective hydrogenation of biomass-derived furfural. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2024.124413] |
| 10. Quanxing Zhang, Caoying Kang, Zhaozhe Li, Kerui Hua, Dongpei Zhang, Wei Yu, Xin Jin, Chaohe Yang. (2025) Two-step synthesis of renewable glutaric acid from furfural over solid copper based catalysts. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2025.122304] |
| 11. Zehao Li, Wanying Wang, Lulu Zhang, Jinchu Yang, Yongming Xu, Zhenzhen Huang, Wanzeng Li, Shiying Wang, Jingwen Yang, Zhifeng Zhang. (2025) Identification, Characterization, and Mechanism of the Ene Reductase KlebER3 from Klebsiella sp. O852 for the Production of Dihydrocarvone. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41329653] [10.1021/acs.jafc.5c10217] |
| 12. Kaiyang Xu, Lingfeng Weng, Qing Han, Bo Liu, Lizhi Wu, Li Tan, Yihu Dai, Yuanjie Xu, Yu Tang. (2026) Active site cooperativity in nickel hetero-valent interface on tungsten oxide for selective hydrogenative ring-rearrangement of furfural to cyclopentanone. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2026.126497] |