≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships 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 24 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Vinylphosphonic acid (VPA) is an organophosphorus compound that is used in the surface treatment of metal substrates. It can be used in the preparation of poly(VPA) by radical polymerization in the presence of initiator systems and chain transfer agents. PVPA tends to have an electrolytic nature, which is useful for a variety of energy based applications.
Application
VPA based homopolymers and copolymers find usage in corrosion treatment, fuel cells, dental cement, drug delivery, and bio-mimicry.
| Pubchem Sid | 488188419 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488188419 |
| Canonical Smiles | C=CP(=O)(O)O |
| IUPAC Name | ethenylphosphonic acid |
| InChIKey | ZTWTYVWXUKTLCP-UHFFFAOYSA-N |
| INCHI | 1S/C2H5O3P/c1-2-6(3,4)5/h2H,1H2,(H2,3,4,5) |
| Isomeric SMILES | C=CP(=O)(O)O |
| RTECS | SZ7903500 |
| PubChem CID | 168725 |
| UN Number | 3265 |
| Packing Group | III |
| Molecular Weight | 108.03 |
| Beilstein | 4(4)3568 |
| Reaxy-Rn | 1741622 |
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 acids and derivatives |
| Class | Organic phosphonic acids and derivatives |
| Subclass | Organic phosphonic acids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Organic phosphonic acids |
| Alternative Parents | Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Organophosphonic acid - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid. |
| 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 |
|---|---|---|---|
 C2618079 | Certificate of Analysis | Mar 23, 2026 | V432226 |
| C2315593 | Certificate of Analysis | Jan 12, 2026 | V432226 |
| C2315627 | Certificate of Analysis | Jan 12, 2026 | V432226 |
| C2315647 | Certificate of Analysis | Jan 12, 2026 | V432226 |
| C2315663 | Certificate of Analysis | Feb 24, 2023 | V432226 |
| J2511107 | Certificate of Analysis | Feb 24, 2023 | V432226 |
| Flash Point(°C) | 242°C |
|---|---|
| Boil Point(°C) | 98 °C/2 mmHg |
| Molecular Weight | 108.030 g/mol |
| XLogP3 | -1.100 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 107.998 Da |
| Monoisotopic Mass | 107.998 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 6 |
| Formal Charge | 0 |
| Complexity | 91.000 |
| 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 |
| 1. Xinyi Chen, Yunlong Wu, Ru Feng, Kai Yu, Jianming Pan. (2023) Poly(vinylphosphonic acid) grafted hollow microspheres with nanoparticles-stacked polymer shell for uranium selective extraction: Dynamic role translation of ethyl α-cyanoacrylate. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.124797] |
| 2. Zhao Yi, Li Junwen, Wu Sijin, Cheng Haiming. (2022) Ion-imprinted guanidine-functionalized zeolite molecular sieves enhance the adsorption selectivity and antibacterial properties for uranium extraction. RSC Advances, 12 (24): (15470-15478). [PMID:35693237] [10.1039/D2RA01651F] |
| 3. Deyu Wang, Yongfu Kang, Lei Lei, Yoann de Rancourt de Mimérand, Xiaoyun Jin, Jia Guo. (2022) Plasma-derived in situ complexation-assisted precipitation for the fabrication of supported Zn-doped CdS, for water depollution. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2022.152803] |
| 4. Deyu Wang, Kun Li, Cong Zhou, Lei lei, Yoann de Rancourt de Mimérand, Xiaoyun Jin, Jia Guo. (2022) Bi2MoO6 and Ag nanoparticles immobilized on textile by plasma-derived innovative techniques to generate antimicrobial activity. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2022.152591] |
| 5. Xiaofei Yan, Jie Fang, Jianjun Gu, Chenkai Zhu, Dongming Qi. (2022) Flame Retardancy, Thermal and Mechanical Properties of Novel Intumescent Flame Retardant/MXene/Poly(Vinyl Alcohol) Nanocomposites. Nanomaterials, 12 (3): (477). [PMID:35159825] [10.3390/nano12030477] |
| 6. Sen Yang, Meiyun Xu, Jia Yin, Tongxin Zhao, Chengqi Li, Daoben Hua. (2020) Thermal-responsive Ion-imprinted magnetic microspheres for selective separation and controllable release of uranium from highly saline radioactive effluents. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2020.116917] |
| 7. Henghui Huang, Liwen Ni, Jiaoyan Xu, Xiaojun Xie, Li Zhang, Cheng Yang, Jiantao Fan, Hui Li, Haijiang Wang. (2020) An in situ cross-linked vinylphosphonic acid-modified aminosilicon oxide gel electrolyte for proton exchange membrane fuel cells. Sustainable Energy & Fuels, 4 (6): (2859-2868). [PMID:] [10.1039/D0SE00191K] |
| 8. Kun Li, Yoann de Rancourt de Mimérand, Xiaoyun Jin, Jungang Yi, Jia Guo. (2020) Metal Oxide (ZnO and TiO2) and Fe-Based Metal–Organic-Framework Nanoparticles on 3D-Printed Fractal Polymer Surfaces for Photocatalytic Degradation of Organic Pollutants. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.0c00096] |
| 9. Xiao-Mei He, Gang-Tian Zhu, Yuan-Yuan Zhu, Xi Chen, Zheng Zhang, Shao-Ting Wang, Bi-Feng Yuan, Yu-Qi Feng. (2014) Facile Preparation of Biocompatible Sulfhydryl Cotton Fiber-Based Sorbents by “Thiol–ene” Click Chemistry for Biological Analysis. ACS Applied Materials & Interfaces, [PMID:25268138] [10.1021/am505876b] |
| 10. Xiao-Shui Li, Li-Dan Xu, Ya-Bing Shan, Bi-Feng Yuan, Yu-Qi Feng. (2012) Preparation of magnetic poly(diethyl vinylphosphonate-co-ethylene glycol dimethacrylate) for the determination of chlorophenols in water samples. JOURNAL OF CHROMATOGRAPHY A, [PMID:23062977] [10.1016/j.chroma.2012.09.083] |
| 11. Xiao-Shui Li, Jian-Hong Wu, Yong Zhao, Wei-Ping Zhang, Qiang Gao, Lin Guo, Bi-Feng Yuan, Yu-Qi Feng. (2011) Preparation of magnetic polymer material with phosphate group and its application to the enrichment of phosphopeptides. JOURNAL OF CHROMATOGRAPHY A, [PMID:21601212] [10.1016/j.chroma.2011.04.044] |
| 12. Xiaoyun Lei, Yang Li, Lu Yu, Siying Meng, Haitao Xu, Rui Wu, Junhai Liu, Xinxin Zhao, Zuoping Zhao. (2025) A reliable fluorescent aptasensor for selective detection of trace estradiol based on metal–organic framework click-grafting aptamers functionalized fabric. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2025.113010] |
| 13. Jianchun Qin, Shichang Zhang, Shunyan Ning, Jishu Zeng, Zheyu He, Liang Luo, Junming Li, Yuezhou Wei. (2025) Efficient removal of uranyl ions from aqueous phase using novel phosphonate modified porous silica. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.131863] |
| 14. Hao Liang, Wei Tian, Nana Wang, Hongping Zhang, Cuicui Li, Ruibin Guo, Nijuan Liu, Zunli Mo. (2024) One-pot synthesis of novel polyvinylphosphonic acid hydrogels for efficient separation of low-enriched uranium in water. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124979] |
| 15. Chunlong Zuo, Wei Tan, Jieyun Zhao, Lina Jiang, Yongli Zhang, Yuanlin Ren, Xiaohui Liu. (2024) Synthesis of a novel biomass-based flame retardant featuring vinyl-terminated chemical cross-linking and application in flame retardancy, smoke suppression, toxicity reduction and mechanical enhancement of PAN composite fibers. COMPOSITES PART B-ENGINEERING, [PMID:] [10.1016/j.compositesb.2024.111846] |
| 16. Yizhen Su, Fuquan Xiao, Qibin Yuan, Honglei Zhao, Ruiqi Tang, Linhua Zhu, Chunyan Dai. (2024) Comb-grafted poly(vinyl phosphate)-based molybdovanadate heteropoly acid for efficient deep oxidative desulfurization using ionic liquid extractants under mild conditions. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.130524] |
| 17. Yaotao Cai, Xinyi Chen, Jintao Xu, Xiaoxiao Ding, Xiaohua Tian, Yongquan Zhou, Yanan Huang, Pan Wang, Jianming Pan. (2024) Construction of functionalized microcapsule adsorbents using emulsion templates for simultaneous thermal storage and selective adsorption of uranium. DESALINATION, [PMID:] [10.1016/j.desal.2024.118193] |
| 18. Yonghuan Huo, Chengzhao Luo, Chenglong Wu, Zhenwei Ren, Haoyu Wang, Dongxu Zhu, Lei Wang, Xin Zhou, Zhiyong Zheng, Xinwen Wang, Yu Chen. (2025) Ambient Direct Lithography Patterning of Ultra-Stable Perovskite Quantum Dots for High-Resolution Light-Emitting Diodes. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202504261] |
| 19. Chen Zhao, Cheng Zheng, Qian Yao, Chenghui Zhang, Jian Yang. (2025) In Situ Electrochemical Polymerization to Construct Robust Solid Electrolyte Interphase for Advanced Alloy-Type Anode Materials in Sodium-Ion Batteries. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202514275] |
| 20. Jie Li, Junlong Wang, Jiajun Cui, Fei Gao, Hongying Guo, Jiyou Yang, Mengren Li, Zhan Ma, Zijun Wang, Liuping Zhang, Weiwei Huan. (2025) Bioinspired hydrophilic material with parallel ordered channels for simultaneously selective enrichment and rapid separation of glycopeptides and phosphopeptides. TALANTA, [PMID:40345016] [10.1016/j.talanta.2025.128199] |
| 21. Tongtong Zhou, Yan Wang, Jiulong Zhou, Lifeng Yao, Ke He, Lixun Chen, Song Zhang, Hong Liu, Xiaodong Chen, Shuxun Cui. (2025) Inorganic Hydrogels can be Flexible and Highly Extensible. ADVANCED MATERIALS, [PMID:40401421] [10.1002/adma.202503910] |
| 22. Hui Wang, Feng Gao, Taohong Xu, Peng Liu, Zhanhu Guo, Guanbing Zhou, Yihui Yuan, Ning Wang. (2025) Anti-Polyelectrolyte-Effect Hydrogel Unlocks Efficient Uranium Extraction from Concentrated Seawater. Engineering, [PMID:] [10.1016/j.eng.2025.11.024] |
| 23. Yan Lu, Sen Zhang, Hong-Yan Ge, Han-Yue Yang, Feng Zhang, Yi-Fan Pan, Hong-Zhen Lian. (2026) Preparation of a Magnetic Ti-IMAC Material Based on Thiol-Ene Click Reaction and the Application in Intact Phosphoprotein Enrichment. MOLECULES, 31 (3): (396). [PMID:41683376] [10.3390/molecules31030396] |
| 24. Shichang Zhang, Zheng Qin, Zihang Yi, Weiping Liu, Lifeng Chen, Mohammed F. Hamza, Yuezhou Wei, Jie Yu, Shunyan Ning. (2026) Fabricating polyphosphonic acid-based ion exchanger with spatially symmetric structure for efficient removal of uranium. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2026.147898] |
