≥98.5%, stabilized with HO-TEMPO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C 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 21 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product introduction：
Vinyl caprolactam is used as a reactive diluent for UV-coatings, -inks and -adhesives as well as a building block for synthesis of paper coatings.
Application：
Reactive diluent for UV adhesives & UV inks, especially screen & digital printing inks / ink jet printing inks. Reactive diluent for industrial UV coatings, especially in optical fiber coatings and rapid prototyping. Co-monomer for hydrophobic modified PVP (Polyvinylpyrrolidone) especially used in oilfield, cosmetics & adhesives. Building block for paper coatings.
| Pubchem Sid | 504754925 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504754925 |
| Canonical Smiles | C=CN1CCCCCC1=O |
| IUPAC Name | 1-ethenylazepan-2-one |
| InChIKey | JWYVGKFDLWWQJX-UHFFFAOYSA-N |
| INCHI | 1S/C8H13NO/c1-2-9-7-5-3-4-6-8(9)10/h2H,1,3-7H2 |
| Isomeric SMILES | C=CN1CCCCCC1=O |
| Molecular Weight | 139.2 |
| Reaxy-Rn | 119049 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=119049&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 | Organoheterocyclic compounds |
| Class | Lactams |
| Subclass | Caprolactams |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Caprolactams |
| Alternative Parents | Azepanes Tertiary carboxylic acid amides Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Caprolactam - Azepane - Tertiary carboxylic acid amide - Carboxamide group - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as caprolactams. These are cyclic amides of caproic acid. Caproic acid is the carboxylic acid derived from hexane with the general formula C5H11COOH. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 L2509102 | Certificate of Analysis | Dec 23, 2025 | N299077 |
| K2112350 | Certificate of Analysis | Aug 12, 2025 | N299077 |
| K2112354 | Certificate of Analysis | Aug 12, 2025 | N299077 |
| K2112355 | Certificate of Analysis | Aug 12, 2025 | N299077 |
| K1929037 | Certificate of Analysis | Sep 11, 2023 | N299077 |
| K1901159 | Certificate of Analysis | Sep 05, 2023 | N299077 |
| D2321324 | Certificate of Analysis | May 06, 2023 | N299077 |
| L2318163 | Certificate of Analysis | Nov 22, 2021 | N299077 |
| Flash Point(°F) | 214°F |
|---|---|
| Flash Point(°C) | 101℃ |
| Boil Point(°C) | 128 °C/21 mmHg |
| Melt Point(°C) | 34-38°C |
| Molecular Weight | 139.190 g/mol |
| XLogP3 | 1.100 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Exact Mass | 139.1 Da |
| Monoisotopic Mass | 139.1 Da |
| Topological Polar Surface Area | 20.300 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 142.000 |
| 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 |
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| 2. Bo Liao, Jinsheng Sun, Jintang Wang, Xindi Lv, Jianlong Wang, Jianxun Guo, KaiheLv, Ren Wang, Junjie Zheng, Zhangxin Chen. (2023) Development of novel natural gas hydrate inhibitor and the synergistic inhibition mechanism with NaCl: Experiments and molecular dynamics simulation. FUEL, [PMID:] [10.1016/j.fuel.2023.129162] |
| 3. Daqi Li, Shaocong Pang, Yang Xuan, Yuxiu An. (2023) Nano-Grafted Acrylamide Copolymer as an Anti-Temperature and Anti-Calcium Fluid Loss Agent for Water-Based Drilling Fluids. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.3c00919] |
| 4. Xinjing Du, Yuanyuan Peng, Chunyue Zhao, Jinfeng Xing. (2022) Temperature/pH-responsive carmofur-loaded nanogels rapidly prepared via one-pot laser-induced emulsion polymerization. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:35679736] [10.1016/j.colsurfb.2022.112611] |
| 5. Dong Wang, Dongfang Li, Malcolm A. Kelland, Haokun Cai, Jie Wang, Ying Xu, Ping Lu, Jian Dong. (2022) Unraveling Amphiphilic Poly(N-vinylcaprolactam)/Water Interface by Nuclear Magnetic Resonance Relaxometry: Control of Clathrate Hydrate Formation Kinetics. LANGMUIR, [PMID:35380846] [10.1021/acs.langmuir.2c00472] |
| 6. Chenxi Wang, Pengcheng Zhao, Li Zhang, Yilin Wang, Qian Fu, Rongjie Li, Jiaodi Li, Chunyan Li, Yixi Xie, Junjie Fei. (2022) Switched electrochemical sensor for hydroquinone based on rGO@Au, monoclinic BiVO4 and temperature-sensitive polymer composite material. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2022.107412] |
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| 8. Xu Wen-shuang, Yang Zhou-xiao-shuang, Zhang Guang-yang, Liu Hui. (2022) Light and temperature dual responsive pesticide release system based on mesoporous silica nanoparticles modified by dopamine. Journal of Central South University, 29 (2): (397-409). [PMID:] [10.1007/s11771-022-4907-y] |
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| 11. Tianjiao Li, Hui Tang, Peiyi Wu. (2015) Remarkable distinctions in the heat-induced phase transition processes of two poly(2-isopropyl-2-oxazoline)-based mixed aqueous solutions. Soft Matter, 11 (15): (3046-3055). [PMID:25748247] [10.1039/C5SM00186B] |
| 12. Yue Li, Mengting Chen, Yanjun Ding, Yanke Li, Mingming Guo, Yichuan Zhang. (2024) A Pickering emulsion stabilized by Chitosan-g-Poly(N-vinylcaprolactam) microgels: Interface formation, stability and stimuli-responsiveness. CARBOHYDRATE POLYMERS, [PMID:38431386] [10.1016/j.carbpol.2024.121948] |
| 13. Jianxiang Xu, Yanyan Zhang, Yilu Zheng, Tong Wang, Huan Zhang, Kai Wang, Yu Wang, Gareth R. Williams, Li-Min Zhu. (2024) A smart responsive NIR-operated chitosan-based nanoswitch to induce cascade immunogenic tumor ferroptosis via cytokine storm. CARBOHYDRATE POLYMERS, [PMID:39779027] [10.1016/j.carbpol.2024.123120] |
| 14. Yuze Zhou, Jiaying Lei, Jing Peng, Tengling Ye, Yumeng Wang, Ruipeng Huang, Yubo Zhang, Yonghui Ren, Yuhong Zhou, Dongyan Tang. (2024) Carboxyl-functionalized dual pH/temperature-responsive poly(N-vinylcaprolactam) microgels based on isogenous comonomers for smart window applications. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:39226748] [10.1016/j.jcis.2024.08.261] |
| 15. Shuwen Tan, Xiaojia Xu, Ting Zhang, Min Li, Xiaoyan Liu, Per M. Claesson, Yu Fang. (2024) Emulsion Stabilized by Biocompatible and Stimuli-Responsive Poly(N-vinylcaprolactam)-Based Microgels: Effects of Electrostatic Repulsion and Deformability on Emulsion Stability. LANGMUIR, [PMID:39078939] [10.1021/acs.langmuir.4c01743] |
| 16. Chunmiao Bo, Weilong Zhao, Yan Li, Yinhai Li, Xiaofan Tang, Shengwei Guo. (2024) On-line temperature-responsive restricted access material of sample preparation technique coupling with liquid chromatography for detection of tetracycline residues in milk. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2024.110403] |
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| 18. Rongjiao Sun, Limei Zhu, Xianzhu You, Rong Chen, Jiante Li, Rongrong Pan, Yueqi Jin, Hua Zhou, Ying Tan, Jiajia Dong, Wanle Hu. (2025) Thermosensitive poly (NVCL-co-GelMA) nanogels as a delivery platform for rectal administration of 5-ASA in ulcerative colitis. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.162442] |
| 19. Jintang Wang, Qi Wang, Bo Liao, Zhe Sun, Yujing Bai, Ke Zhao, Qian Zheng, Juyuan Zhang, Kaihe Lv, Jinsheng Sun. (2025) Optimizing the Performance of Natural Gas Hydrate Inhibitors: Modifying the Alkyl Size in N-Alkyl Acrylamide. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.5c03476] |
| 20. Yao Fu, Shuwen Tan, Xiaojia Xu, Wenlong Xing, Qi He, Yi Lu, Jia Tang, Xiaoyan Liu, Yu Fang. (2025) pH and temperature dual-responsive Pickering emulsion stabilized by alginate-based microgel particles for encapsulation of curcumin. Carbohydrate Polymer Technologies and Applications, [PMID:] [10.1016/j.carpta.2025.101037] |
| 21. Mei Liu, Xiangyu Lin, He Liu, Xu Xu, Jian Li, Lizhen Guo. (2026) A Green Temperature-Responsive Hydrogel Derived from Rosin-Stabilized N-Vinylcaprolactam and Agrochemicals for Synergistic Pesticide-Fertilizer Release. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.5c12720] |
