Determine the necessary mass, volume, or concentration for preparing a solution.
≥94%, contains 0.2% topanol CA as stabilizer for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light,Argon charged 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 486 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Methacrylic anhydride is an organic compound derived from methacrylic acid, which belongs to the class of acrylic acids. It is primarily employed as a monomer in the production of polymers, particularly poly(methacrylic acid) and its copolymers. These polymers find applications in a wide range of industries, including bio-renewable resins, pH-sensitive hydrogels, thermosets, coatings, adhesives, and plastics, due to their excellent chemical and thermal stability. In the polymerization of methacrylic anhydride, the most common inhibitor used is Topanol A. It is typically added in small quantities (2,000 ppm) to hinder undesirable side reactions during the polymerization, ensuring controlled and high-quality polymer formation.
Purpose
Methacrylic anhydride can be used as a starting material to synthesize:
Methacrylated chondroitin sulfate pH-sensitive hydrogels by copolymerization reaction. These hydrogels can be used in drug delivery systems.
High-performance lignin-based thermosets.
Gel polymer electrolyte, which is then integrated with the cathode to form high-performance lithium-ion batteries.
Methacrylic anhydride can be also used as a precursor to synthesize bio-renewable resins for composite applications. For example, it can be used to prepare soybean oil and a eugenol-based resin system. This resin possesses high thermal stability, and good mechanical properties, which makes it a suitable matrix for the pultrusion process.
| Sonrisas canónicas | CC(=C)C(=O)OC(=O)C(=C)C |
|---|---|
| IUPAC Name | 2-methylprop-2-enoyl 2-methylprop-2-enoate |
| InChIKey | DCUFMVPCXCSVNP-UHFFFAOYSA-N |
| INCHI | 1S/C8H10O3/c1-5(2)7(9)11-8(10)6(3)4/h1,3H2,2,4H3 |
| Isómeros SMILES | CC(=C)C(=O)OC(=O)C(=C)C |
| WGK Alemania | 1 |
| RTECS | OZ5700000 |
| Número ONU | 3265 |
| Grupo de embalaje | I |
| Peso molecular | 154.16 |
| Beilstein | 1761982 |
| Reaxy-Rn | 1761982 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1761982&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 acids and derivatives |
| Clase | Carboxylic acids and derivatives |
| Subclass | Dicarboxylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Dicarboxylic acids and derivatives |
| Alternative Parents | Carboxylic acid anhydrides Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Dicarboxylic acid or derivatives - Carboxylic acid anhydride - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. |
| External Descriptors | Not available |
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 | May 07, 2026 | M102519 | |
| Certificate of Analysis | May 07, 2026 | M102519 | |
| Certificate of Analysis | May 07, 2026 | M102519 | |
| Certificate of Analysis | May 07, 2026 | M102519 | |
| Certificate of Analysis | May 07, 2026 | M102519 | |
| Certificate of Analysis | Dec 15, 2025 | M102519 | |
| Certificate of Analysis | Dec 15, 2025 | M102519 | |
| Certificate of Analysis | Dec 15, 2025 | M102519 | |
| Certificate of Analysis | Dec 15, 2025 | M102519 | |
| Certificate of Analysis | Oct 11, 2025 | M102519 | |
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| Certificate of Analysis | Oct 11, 2025 | M102519 | |
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| Certificate of Analysis | Aug 18, 2025 | M102519 | |
| Certificate of Analysis | Aug 18, 2025 | M102519 | |
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| Certificate of Analysis | Aug 18, 2025 | M102519 | |
| Certificate of Analysis | Aug 18, 2025 | M102519 | |
| Certificate of Analysis | Aug 18, 2025 | M102519 | |
| Certificate of Analysis | May 15, 2025 | M102519 | |
| Certificate of Analysis | Apr 18, 2025 | M102519 | |
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| Certificate of Analysis | Apr 18, 2025 | M102519 | |
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| Certificate of Analysis | Nov 25, 2024 | M102519 | |
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| Certificate of Analysis | Sep 06, 2024 | M102519 | |
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| Certificate of Analysis | Sep 06, 2024 | M102519 | |
| Certificate of Analysis | Sep 06, 2024 | M102519 | |
| Certificate of Analysis | Sep 06, 2024 | M102519 | |
| Certificate of Analysis | Sep 06, 2024 | M102519 | |
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| Certificate of Analysis | May 17, 2024 | M102519 | |
| Certificate of Analysis | May 17, 2024 | M102519 | |
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| Certificate of Analysis | May 17, 2024 | M102519 | |
| Certificate of Analysis | Jan 30, 2024 | M102519 | |
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| Certificate of Analysis | Dec 23, 2023 | M102519 | |
| Certificate of Analysis | Dec 23, 2023 | M102519 | |
| Certificate of Analysis | Dec 23, 2023 | M102519 | |
| Certificate of Analysis | Dec 23, 2023 | M102519 | |
| Certificate of Analysis | Dec 23, 2023 | M102519 | |
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| Certificate of Analysis | Dec 23, 2023 | M102519 | |
| Certificate of Analysis | Nov 13, 2023 | M102519 | |
| Certificate of Analysis | Jul 22, 2023 | M102519 | |
| Certificate of Analysis | Jul 22, 2023 | M102519 | |
| Certificate of Analysis | Jul 22, 2023 | M102519 | |
| Certificate of Analysis | Jul 22, 2023 | M102519 | |
| Certificate of Analysis | Jul 22, 2023 | M102519 | |
| Certificate of Analysis | Nov 18, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Nov 12, 2022 | M102519 | |
| Certificate of Analysis | Jul 25, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Jul 18, 2022 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 | |
| Certificate of Analysis | Dec 17, 2021 | M102519 |
| Solubilidad | Miscible with ethanol and ether. |
|---|---|
| Sensibilidad | Moisture & Heat & light sensitive. |
| Índice de refracción | 1.453 |
| Punto de inflamación (°C) | 83 °C |
| Punto de ebullición (°C) | 87 °C/13 mmHg (lit.) |
| Punto de fusión (°C) | -109°C |
| Peso molecular | 154.160 g/mol |
| XLogP3 | 1.800 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Exact Mass | 154.063 Da |
| Monoisotopic Mass | 154.063 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 201.000 |
| 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. Kai You, Jianxing Yu, Yalong Guo, Zhihai Cao. (2023) Construction of Waterborne Thermoplastic Polymeric Adhesives Based on Hierarchical Hydrogen Bonds in Miniemulsions. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.3c01997] |
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| 4. Yi Liu, Ling Yuan Liao, Wen Hong Ruan, Ming Qiu Zhang, Li Weihao. (2023) Designing Interfacial Reaction for BN@Si/Poly(phenylene oxide) Composites with Simultaneous Improved Thermal Conductivity and Dielectric Properties. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.3c02249] |
| 5. Lin Su, Dongdong Jin, Yuqiong Wang, Qinglong Wang, Chengfeng Pan, Shuai Jiang, Haojin Yang, Zhengxin Yang, Xin Wang, Neng Xia, Kai Fung Chan, Philip Wai Yan Chiu, Joseph Jao-Yiu Sung, Li Zhang. (2023) Modularized microrobot with lock-and-detachable modules for targeted cell delivery in bile duct. Science Advances, 9 (50): [PMID:38100592] [10.1126/sciadv.adj0883] |
| 6. Wei Zhao, Lei Meng, Wang Yaohui, Xie Yizhou, Xie Xueyong, Lan Dongwei, Jia Yuanbo, Liu Jingyi, Ma Yufei, Cheng Bo, Gerecht Sharon, Xu Feng. (2023) Hydrogels with tunable mechanical plasticity regulate endothelial cell outgrowth in vasculogenesis and angiogenesis. Nature Communications, 14 (1): (1-16). [PMID:38097553] [10.1038/s41467-023-43768-0] |
| 7. Pengpeng Jia, Yu Zou, Jiang Jiang. (2023) S-Nitrosylated CuS Hybrid Hydrogel Patches with Robust Antibacterial and Repair-Promoting Activity for Infected Wound Healing. Small, [PMID:38073365] [10.1002/smll.202307629] |
| 8. Leilei Wu, Xueming Bao, Zirong Li, Yuanyuan Yu, Ying Liu, Bo Xu, Man Zhou, Qiang Wang, Ping Wang. (2023) Rapid photothermal antibacterial and antifungal textiles through dynamic disulfide bond-assisted in-situ deposition of SeNPs. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.147772] |
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| 10. Jimin Huang, Yi Zheng, Huicong Niu, Jinzhou Huang, XinXin Zhang, Jiajie Chen, Bing Ma, Chengtie Wu, Yi Cao, Yufang Zhu. (2023) A Multifunctional Hydrogel for Simultaneous Visible H2O2 Monitoring And Accelerating Diabetic Wound Healing. Advanced Healthcare Materials, [PMID:37824839] [10.1002/adhm.202302328] |
| 11. Pengcheng Xiao, Xiaoyu Han, Yanran Huang, Jianye Yang, Li Chen, Zhengwei Cai, Ning Hu, Wenguo Cui, Wei Huang. (2023) Reprogramming macrophages via immune cell mobilized hydrogel microspheres for osteoarthritis treatments. Bioactive Materials, [PMID:37869722] [10.1016/j.bioactmat.2023.09.010] |
| 12. Fukai Chu, Wei Wang, Yifan Zhou, Zhoumei Xu, Bin Zou, Xin Jiang, Yandong Hu, Weizhao Hu. (2023) Fully bio-based and intrinsically flame retardant unsaturated polyester cross-linked with isosorbide-based diluents. CHEMOSPHERE, [PMID:37820874] [10.1016/j.chemosphere.2023.140371] |
| 13. Xiaolong Lin, Tao Fu, Yuqing Lei, Jiajia Xu, Sa Wang, Fuming He, Zhijian Xie, Ling Zhang. (2023) An injectable and light curable hyaluronic acid composite gel with anti-biofilm, anti-inflammatory and pro-healing characteristics for accelerating infected wound healing. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:37802452] [10.1016/j.ijbiomac.2023.127190] |
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| 15. Yun Hu, Zhimin Kou, Yufeng Ma, Qin Huang, Ye Sha, Meng Zhang, Lihong Hu, Puyou Jia, Yonghong Zhou. (2023) Hydrogen Bond-Enabled Bio-Based Random Copolymer/Carbon Nanotube Composites as Multifunctional Adhesives. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.3c03978] |
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| 43. Yuan Liu, Lu Tan, Yan Huang, Maohua Chen, Menghuan Li, Kaiyong Cai, Zhong Luo, Yan Hu. (2023) Multifunctional antibiotics-free hydrogel dressings with self-regulated nitric oxide-releasing kinetics for improving open wound healing. Journal of Materials Chemistry B, 11 (16): (3650-3668). [PMID:37021954] [10.1039/D2TB02671F] |
| 44. Lina Cao, Zhixiao Ji, Bingxu Zhang, Xiaoqin Si, Yuzhen Wang, Jiahui Hao, Xujian Li, Weihua Mu, Xiao Yang, Changcan Shi. (2023) Gelatin Methacryloyl-Based Sponge with Designed Conical Microchannels for Rapidly Controlling Hemorrhage and Theoretical Verification. ACS Biomaterials Science & Engineering, [PMID:36930196] [10.1021/acsbiomaterials.3c00161] |
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| 432. Pengzhen Zhuang, Liang Chen, Yu Zhang, Wu Yang, Yu Chen, Longxi Wu, Lei Xiang, Zhen Wang, Jessica M. Rosenholm, Guilai Zuo, Tingjun Ye, Hongbo Zhang, Wenguo Cui. (2025) Solid-Liquid Interface Lubricating Hydrogels for Tendon-Bone Healing. Research, [PMID:41143113] [10.34133/research.0924] |
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| 434. Zeyue Sun, Xiaojun Li, Xueheng Sun, Liuting Chen, Zihang Wang, Xin Feng, Luying Wang, Wenjie Jin, Xin Sun, Jiaju Lu. (2025) In situ forming ROS-scavenging hydrogel with STING inhibitor delivery promotes bone mesenchymal stem cells osteogenic differentiation via regulating macrophage M2 polarization. JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION, [PMID:41273704] [10.1080/09205063.2025.2590730] |
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| 438. Shengmiao Wang, Yang Song, Yupu Yang, Xiaohong Wang, Jing Lan, Zheqin Dong. (2025) DLP-printable GelMA-PVI-Zn hydrogels with high strength and osteoinductivity for critical-sized bone defect repair. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:41371517] [10.1016/j.ijbiomac.2025.149529] |
| 439. Yishi Cheng, Peng Ni, Jinwei Su, Xiaofei Luo, Runlan Chen, Xianmou Fan, Yan Fang, Qinhui Chen, Yunxiang Weng, Haiqing Liu. (2025) Antibacterial, Tissue-Selective and Robust Wet Adhesive Hydrogel Enhanced With Modified Polyethyleneimine. JOURNAL OF APPLIED POLYMER SCIENCE, [PMID:] [10.1002/app.70132] |
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| 448. Zhong-Lian Wu, Jun-Jie Jiang, Hang Yao, Xian-Feng Shang, Ming-Di Zheng, Xu Hu, Shuo Xu, Jun-Li Shi, Yan Han, Chi-Run Wang, Qi Tao, Huai-Guo Xue, Dong-An Wang, Yu-Chi Zhao. (2025) Injectable Biomimetic Composite Hydrogel Scaffold With Tissue-Engineered Cartilage Matrix for Articular Cartilage Regeneration. RARE METALS, [PMID:] [10.1002/rar2.70009] |
| 449. Yu Wu, Wen Zhang, Linlin Huang, Xinping Xu, Yue Wang, Long Bai, Li Yang, Cheng Hu, Yunbing Wang. (2026) Adaptive Hydrogel Platform for Nitric Oxide Release and Post-Infarction Cardiac Microenvironment Modulation. BIOMATERIALS, [PMID:41499929] [10.1016/j.biomaterials.2026.123980] |
| 450. Kaixuan Chen, Min Lin, Danni Zhou, Kailei Xu, Jin Mei, Chunyu Chang, Mengxiang Zhu, Chenhui Zhou. (2026) Photo-crosslinkable quaternized chitosan-based hydrogel for immunomodulation and functional recovery in spinal cord injury. CARBOHYDRATE POLYMERS, [PMID:] [10.1016/j.carbpol.2025.124884] |
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