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N-Vinyl-ε-caprolactam - ≥98.5%,stabilized with HO-TEMPO, high purity , CAS No.2235-00-9

    Grade & Purity:
  • ≥98.5%
  • stabilized with HO-TEMPO
In stock
Item Number
N299077
Grouped product items
SKU Size
Availability
Price Qty
N299077-50g
50g
1
$103.90
N299077-250g
250g
3
$344.90

Basic Description

Synonyms PRD-Number: 30507702 | EN300-39774 | N-Vinylcaprolactam, 98% | N-Vinyl-micro-caprolactam | 1-Vinylhexahydro-2H-azepin-2-one | SCHEMBL26239 | 2H-Azepin-2-one, 1-ethenylhexahydro- | 1-vinylazepan-2-one | AS-57151 | NSC10463 | N-Vinyl-E-caprolactam | Plastib
Specifications & Purity ≥98.5%, stabilized with HO-TEMPO
Legal Information This product is produced in BASF.
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

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

Names and Identifiers

Pubchem Sid 504754925
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/504754925
IUPAC Name 1-ethenylazepan-2-one
INCHI InChI=1S/C8H13NO/c1-2-9-7-5-3-4-6-8(9)10/h2H,1,3-7H2
InChIKey JWYVGKFDLWWQJX-UHFFFAOYSA-N
Smiles C=CN1CCCCCC1=O
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot Number Certificate Type Date Item
K1929037 Certificate of Analysis Sep 11, 2023 N299077
K1901159 Certificate of Analysis Sep 05, 2023 N299077
D2321324 Certificate of Analysis May 06, 2023 N299077
K2112355 Certificate of Analysis Nov 22, 2021 N299077
L2318163 Certificate of Analysis Nov 22, 2021 N299077

Chemical and Physical Properties

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

Citations of This Product

1. Tianyue Wu, Kefei Zhao, Siyang Liu, Zhenping Bao, Chenhui Zhang, Yanling Wu, Ridan Song, Yucheng Gu, Yuxia Gao, Fengpei Du.  (2023)  Promising nanocarriers endowing non-systemic pesticides with upward translocation ability and microbial community enrichment effects in soil.  CHEMICAL ENGINEERING JOURNAL,  474  (145570). 
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,  353  (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,  37  (10): (7213–7220). 
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,  217  (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,  38  (15): (4774–4784). 
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,  179  (107412). 
7. Shaoping Ma, Fenfang Li, Zhijian Tan.  (2022)  Recyclable aqueous two-phase system formed by two temperature-responsive polymers for the chiral resolution of mandelic acid enantiomers.  JOURNAL OF MOLECULAR LIQUIDS,  352  (118738). 
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). 
9. Jinsheng Sun, Xiaofeng Chang, Kaihe Lv, Jintang Wang, Fan Zhang, Jiafeng Jin, Xinyu Zhou, Zhiwen Dai.  (2021)  Environmentally friendly and salt-responsive polymer brush based on lignin nanoparticle as fluid-loss additive in water-based drilling fluids.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,  621  (126482). 
10. Yang Xu, Li Wenbo, Sun Zhaojie, Yang Chunhui, Tang Dongyan.  (2020)  Electrospun P(NVCL-co-MAA) nanofibers and their pH/temperature dual-response drug release profiles.  COLLOID AND POLYMER SCIENCE,  298  (6): (629-636). 
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). 
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,  332  (121948). 
13. Jianxiang Xu, Yanyan Zhang, Yilu Zheng, Tong Wang, Huan Zhang, Kai Wang, Yu Wang, Gareth R. Williams, Li-Min Zhu.  (2025)  A smart responsive NIR-operated chitosan-based nanoswitch to induce cascade immunogenic tumor ferroptosis via cytokine storm.  CARBOHYDRATE POLYMERS,  351  (123120). 
14. Yuze Zhou, Jiaying Lei, Jing Peng, Tengling Ye, Yumeng Wang, Ruipeng Huang, Yubo Zhang, Yonghui Ren, Yuhong Zhou, Dongyan Tang.  (2025)  Carboxyl-functionalized dual pH/temperature-responsive poly(N-vinylcaprolactam) microgels based on isogenous comonomers for smart window applications.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  678  (1). 
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,  40  (32): (16946-16958). 
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,  200  (110403). 

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