Determine the necessary mass, volume, or concentration for preparing a solution.
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AR AR for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488195739 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195739 |
| Canonical Smiles | CC(=NO)C(=O)C |
| IUPAC Name | (3E)-3-hydroxyiminobutan-2-one |
| InChIKey | FSEUPUDHEBLWJY-HWKANZROSA-N |
| INCHI | 1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+ |
| Isomeric SMILES | C/C(=N\O)/C(=O)C |
| WGK Germany | 3 |
| RTECS | EK3150000 |
| Molecular Weight | 101.1 |
| Beilstein | 605582 |
| Reaxy-Rn | 605582 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605582&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 nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Oximes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Ketoximes |
| Alternative Parents | Ketones Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Ketoxime - Ketone - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl). |
| External Descriptors | ketoxime |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 28, 2026 | D111028 | |
| Certificate of Analysis | Mar 28, 2026 | D111028 | |
| Certificate of Analysis | Mar 28, 2026 | D111028 | |
| Certificate of Analysis | Oct 16, 2025 | D111028 | |
| Certificate of Analysis | Oct 16, 2025 | D111028 | |
| Certificate of Analysis | Oct 16, 2025 | D111028 | |
| Certificate of Analysis | Aug 07, 2025 | D111028 | |
| Certificate of Analysis | Jun 07, 2025 | D111028 | |
| Certificate of Analysis | Jun 07, 2025 | D111028 | |
| Certificate of Analysis | Jun 07, 2025 | D111028 | |
| Certificate of Analysis | Oct 22, 2024 | D111028 | |
| Certificate of Analysis | Oct 22, 2024 | D111028 | |
| Certificate of Analysis | Oct 22, 2024 | D111028 | |
| Certificate of Analysis | Nov 24, 2023 | D111028 | |
| Certificate of Analysis | Aug 03, 2023 | D111028 | |
| Certificate of Analysis | Aug 03, 2023 | D111028 | |
| Certificate of Analysis | Aug 03, 2023 | D111028 | |
| Certificate of Analysis | Apr 15, 2023 | D111028 | |
| Certificate of Analysis | Apr 15, 2023 | D111028 | |
| Certificate of Analysis | Apr 15, 2023 | D111028 | |
| Certificate of Analysis | Mar 07, 2023 | D111028 | |
| Certificate of Analysis | Mar 07, 2023 | D111028 | |
| Certificate of Analysis | Mar 07, 2023 | D111028 | |
| Certificate of Analysis | Mar 07, 2023 | D111028 | |
| Certificate of Analysis | Feb 18, 2023 | D111028 | |
| Certificate of Analysis | Feb 18, 2023 | D111028 | |
| Certificate of Analysis | Feb 14, 2023 | D111028 | |
| Certificate of Analysis | Jan 19, 2022 | D111028 | |
| Certificate of Analysis | Jan 19, 2022 | D111028 | |
| Certificate of Analysis | Jan 19, 2022 | D111028 |
| Solubility | Soluble in water; Soluble in Benzene,Chloroform,Ethanol,Ether,Acetone |
|---|---|
| Boil Point(°C) | 185-186°C |
| Melt Point(°C) | 76°C |
| Molecular Weight | 101.100 g/mol |
| XLogP3 | 0.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 101.048 Da |
| Monoisotopic Mass | 101.048 Da |
| Topological Polar Surface Area | 49.700 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 106.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Shilong Jiang, Song Cheng, Jiashun Cao, Cailiang Yue, Jianglei Xiong, Cong Jiang, Hongzhan Cai, Jianhua Wu. (2023) Monodispersed Co-N3 loaded carbon nitride mediated peroxymonosulfate activation for rapid degradation of trace urea via singlet oxygen. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.147526] |
| 2. Yanli He, Shuguang Shen, Ying Wang, Chenyuan Guo, Yaping Yuan, Yaru Fan, Lili Zhang, Yuyan Song. (2023) Simple and efficient strategy for α-MnO2/C by in-situ synthesis and its performance for degrading urea process wastewater. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2023.110303] |
| 3. Yaping Yuan, Jing Li, Chenyuan Guo, Lili Zhang, Yuyan Song, Yanli He, Yankun Luo, Shuguang Shen. (2023) An ultralight aerogel-type urea absorbent for the development of a wearable artificial kidney. NEW JOURNAL OF CHEMISTRY, 47 (15): (7101-7110). [PMID:] [10.1039/D3NJ00432E] |
| 4. Yanmei Huang, Yuting Wang, Yang Liu, Aijing Ma, Jianzhou Gui, Chaoxin Zhang, Yifu Yu, Bin Zhang. (2022) Unveiling the quantification minefield in electrocatalytic urea synthesis. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.139836] |
| 5. Chenyuan Guo, Shuguang Shen, Meina Li, Ying Wang, Jing Li, Yuanquan Xing, Cui Wang, Huajie Pan. (2020) Rapid in situ synthesis of MgAl-LDH on η-Al2O3 for efficient hydrolysis of urea in wastewater. JOURNAL OF CATALYSIS, [PMID:] [10.1016/j.jcat.2020.12.024] |
| 6. Wang Ying, Shen Shuguang, Li Meina, Sun Yujuan, Li Binbin. (2018) In Situ Growth of Highly Active MgAl Layered Double Hydroxide on η-Al2O3 for Catalytic Hydrolysis of Urea in Wastewater. CATALYSIS LETTERS, 148 (7): (1893-1903). [PMID:] [10.1007/s10562-018-2387-3] |
| 7. Shen Shuguang, Li Meina, Li Binbin, Zhao Zhijun. (2014) Catalytic hydrolysis of urea from wastewater using different aluminas by a fixed bed reactor. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 21 (21): (12563-12568). [PMID:24952253] [10.1007/s11356-014-3189-9] |
| 8. Huang Da-Shuai, Qiu Xiao-Feng, Huang Jia-Run, Mao Min, Liu Lingmei, Han Yu, Zhao Zhen-Hua, Liao Pei-Qin, Chen Xiao-Ming. (2024) Electrosynthesis of urea by using Fe2O3 nanoparticles encapsulated in a conductive metal–organic framework. Nature Synthesis, [PMID:] [10.1038/s44160-024-00603-8] |
| 9. Yichun Lou, Haoyu Chen, Linrui Wang, Shengpeng Chen, Yameng Song, Yifei Ding, Zixiang Hao, Chengli He, Dong Qiu, Hui Li, Junjian Wang, Duanyang Liu, Xiaoli Cui. (2025) Mechanochemical Urea Synthesis Using Ammonia–Water and Carbon Dioxide Under Mild Conditions: An Experimental and Theoretical Study. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.4c05811] |
| 10. Lingjia Ma, Jiongliang Yuan, Zhaotao Liu, Yiqing Luo, Yuning Su, Kunye Zhu, Zefeng Feng, Huihua Niu, Shuaishuai Xiao, Jianjun Wei, Xu Xiang. (2024) Mesoporous Electrocatalysts with p–n Heterojunctions for Efficient Electroreduction of CO2 and N2 to Urea. ACS Applied Materials & Interfaces, [PMID:38721726] [10.1021/acsami.4c00257] |
| 11. Wang Ling, Lou Qing, Qian Haixia, Yin Xiaoshuang, Liu Ying, Yang Wenzhong, Xu Hui. (2025) ZnCdS-BiFeO3 heterojunction loaded with cobalt catalyst boosting photoelectrocatalytic hydrogen evolution. Science China-Materials, [PMID:] [10.1007/s40843-024-3215-2] |
| 12. Yuhou Pei, Di Li, Yufeng Pei, Zongmiao Li, Yuting Liu, Xiang Ling, Yingying Lu, Bing Zhang. (2025) Tailoring the triple-phase microenvironment for kinetically matched C-N coupling in urea electrosynthesis. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2025.125939] |
| 13. Xue Wang, Lu-Kang Zhao, Si-Yao Li, Ran Wei, Xuanwen Gao, Zhaomeng Liu, Wenbin Luo. (2025) Co-reduction Coupling of Bicarbonate and Nitrate toward Efficient Urea Synthesis. Nanoscale, [PMID:40104997] [10.1039/D4NR05196C] |
| 14. Yuan Li, Ji-Hao Hao, Pei Yu, Dao-Tong Deng, Xiang Di, Chun-Gang Yuan. (2026) Crosslinked Amyloid Fibril Aerogels for Selective Separation and Recycling of Organic Contaminants. Surfaces and Interfaces, [PMID:] [10.1016/j.surfin.2026.108590] |
| 15. Guoning Chen, Jianbing Chen, Sanshuang Gao, Jun Li, Bohao Chang, Xuguang An, Linfeng Xiao, Hao Cheng, Guangzhi Hu, Yujie Ma. (2026) Coupling urea production and energy output in Zn-nitrate/carbon dioxide batteries enabled by porous copper‑nickel bimetallic catalysts. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:41643622] [10.1016/j.jcis.2026.139991] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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