Determine the necessary mass, volume, or concentration for preparing a solution.
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≥97% 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 | 488180469 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488180469 |
| Sonrisas canónicas | C1CCC(=NO)CC1 |
| IUPAC Name | N-cyclohexylidenehydroxylamine |
| InChIKey | VEZUQRBDRNJBJY-UHFFFAOYSA-N |
| INCHI | 1S/C6H11NO/c8-7-6-4-2-1-3-5-6/h8H,1-5H2 |
| Isómeros SMILES | C1CCC(=NO)CC1 |
| WGK Alemania | 1 |
| RTECS | GW1925000 |
| Número ONU | 2811 |
| Grupo de embalaje | I |
| Peso molecular | 113.16 |
| Beilstein | 1616769 |
| Reaxy-Rn | 1209600 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1209600&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 |
| Clase | Organonitrogen compounds |
| Subclass | Oximes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Ketoximes |
| Alternative Parents | Organopnictogen compounds Organic oxygen compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Ketoxime - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Aliphatic homomonocyclic compound |
| Descripción | 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 | 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 | C109682 | |
| Certificate of Analysis | Apr 02, 2026 | C109682 | |
| Certificate of Analysis | Apr 02, 2026 | C109682 | |
| Certificate of Analysis | Apr 02, 2026 | C109682 | |
| Certificate of Analysis | Jun 09, 2025 | C109682 | |
| Certificate of Analysis | Jun 09, 2025 | C109682 | |
| Certificate of Analysis | Sep 05, 2024 | C109682 | |
| Certificate of Analysis | Sep 05, 2024 | C109682 | |
| Certificate of Analysis | Jul 27, 2024 | C109682 | |
| Certificate of Analysis | Jul 27, 2024 | C109682 | |
| Certificate of Analysis | Apr 30, 2024 | C109682 | |
| Certificate of Analysis | Apr 30, 2024 | C109682 | |
| Certificate of Analysis | Apr 30, 2024 | C109682 | |
| Certificate of Analysis | Feb 10, 2023 | C109682 | |
| Certificate of Analysis | Jun 04, 2022 | C109682 | |
| Certificate of Analysis | Apr 11, 2022 | C109682 | |
| Certificate of Analysis | May 26, 2021 | C109682 |
| Solubilidad | Soluble in water; Soluble in Ether,Alcohol |
|---|---|
| Punto de inflamación (°F) | 217°F |
| Punto de inflamación (°C) | 103°C |
| Punto de ebullición (°C) | 210 °C |
| Punto de fusión (°C) | 90°C |
| Peso molecular | 113.160 g/mol |
| XLogP3 | 1.200 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 113.084 Da |
| Monoisotopic Mass | 113.084 Da |
| Topological Polar Surface Area | 32.600 Ų |
| Heavy Atom Count | 8 |
| Formal Charge | 0 |
| Complexity | 90.700 |
| 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. Shiqin Sun, Yanshun Li, Ruixiang Sun, Luzhen Jiao, Shiwei Liu, Shitao Yu. (2023) Tailoring Zn-based diacidic functionalization of Deep eutectic solvent Catalyst: Green and efficient synthesis of ε-Caprolactam under mild conditions. FUEL, [PMID:] [10.1016/j.fuel.2023.129777] |
| 2. Luzhi Zhang, Zenghe Liu, Lijie Sun, Lijuan Xiao, Qingbao Guan, Zhengwei You. (2021) Simple Solvent-Free Strategy for Synthesizing Covalent Adaptable Networks from Commodity Vinyl Monomers. MACROMOLECULES, [PMID:] [10.1021/acs.macromol.0c02766] |
| 3. Yanyue Liu, Yisheng Sun, Mengting Ye, Liqin Zhu, Lili Zhang, Shuhua Zhu. (2021) Improvement in storage quality of postharvest tomato fruits by nitroxyl liposomes treatment. FOOD CHEMISTRY, [PMID:33951606] [10.1016/j.foodchem.2021.129933] |
| 4. Shuangyu Wang, Jiaqi Liu, Peng Cheng, Zhihui Li, Dongsheng Zhang, Qiusheng Yang, Xinqiang Zhao, Yanji Wang. (2021) Application of an immobilized ionic liquid for the preparation of hydroxylamine via hydrolysis of cyclohexanone oxime. ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 647 (7): (742-750). [PMID:] [10.1002/zaac.202000370] |
| 5. Chao Ge, Xiaofeng Li, Zhou Zhao, Zhifeng Yan, Dandan Lian, Jianjun Lu. (2021) Preparation of Silicalite-1 Nanosheets and its Application in Vapor-Phase Beckmann Rearrangement of Cyclohexanone Oxime. INTEGRATED FERROELECTRICS, [PMID:] [10.1080/10584587.2020.1728708] |
| 6. Gan bing Yao, Zhan xiang Xia, Zhi hui Li, Chao Shao. (2016) Determination and modeling for solid–liquid phase equilibrium of ternary caprolactam + cyclohexanone oxime + methyl tert-butyl ether system. FLUID PHASE EQUILIBRIA, [PMID:] [10.1016/j.fluid.2016.03.002] |
| 7. Jingjing Li, Tong Chen, Feng Deng, Jingyuan Wan, Yalan Tang, Pei Yuan, Liangke Zhang. (2015) Synthesis, characterization, and in vitro evaluation of curcumin-loaded albumin nanoparticles surface-functionalized with glycyrrhetinic acid. International Journal of Nanomedicine, [PMID:26346750] [10.2147/IJN.S88253] |
| 8. Yi-Qiang Deng, Shuang-Feng Yin, Chak-Tong Au. (2012) Preparation of Nanosized Silicalite-1 and Its Application in Vapor-Phase Beckmann Rearrangement of Cyclohexanone Oxime. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/ie3001277] |
| 9. Yufen Wang, Yantao Wang, Yongqing Ma, Asma Mohmmad Elsharif, Chen Zhang, Weiran Yang, Christophe Len. (2024) A transition-metal-free catalytic reduction of benzylic alcohols and alkenes and N-formylation of nitroarenes mediated by iodide ions and formic acid. NEW JOURNAL OF CHEMISTRY, [PMID:] [10.1039/D4NJ03772C] |
| 10. Kangjing Wu, Yuxi Lu, Shuai Wang, Xin Ma, Hong Zhong. (2024) Direct flotation recovery of malachite using a novel N-substituted hydroxamic acid: Adsorption mechanism and DFT calculation. MINERALS ENGINEERING, [PMID:] [10.1016/j.mineng.2024.109133] |
| 11. Shiting Jia, Sai Geng, Mingming Han, Zhen Li, Bolin Zhao, Anyang Shi, Wenyu Xue, Jingyi Lao, Hailong Yu, Qiong Wu, Huihui Wang, Shiwei Liu. (2025) In-Site Boron Doping Microenvironmental Modulation toward Recyclable SAPO-11 for Efficient Beckmann Rearrangement of Cyclohexanone Oxime. ACS Applied Materials & Interfaces, [PMID:39946090] [10.1021/acsami.4c17070] |
| 12. Shiqin Sun, Yanshun Li, Shiwei Liu. (2025) Task-specific deep eutectic solvents with synergistic catalytic performance as excellent and recyclable catalysts for Beckmann rearrangement. RSC Advances, 15 (12): (8901-8912). [PMID:40129632] [10.1039/D5RA01178G] |
| 13. Huanyu Zeng, Cheng Xu, Xiaoping Wang, Jianhua Song, Dianzi Zhang, Benbin Li, Hongqin Hu, Dianhua Liu, Baowei Yu. (2025) Insights into active sites and structure performance relationships for Beckmann Rearrangement over nanosphere sulfonic acid resins. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2025.115144] |
| 14. You Xu, Huizhen Wang, Jiabing Geng, Yufeng Yuan, Kai Deng, Hongjie Yu, Ziqiang Wang, Hongjing Wang, Liang Wang. (2026) Asymmetric p-d-p Orbital Hybridization and Atomically Ordered Configuration in Intermetallic PdInBi Metallene Induced Short-Path Hydrogen Spillover for Electrosynthesis of Oximes. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2026.126381] |
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