22 Citations
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Basic Description
| Synonyms | 2-Propenamide,1-dimethyl-3-oxobutyl)- | Q-200947 | Diacetoneacrylamide | CCRIS 5898 | WLN: 1V1X1&1&MV1U1 | Acrylamide, N,N-diacetonyl- | DIACETONE ACRYLAMIDE [HSDB] | n-(1,1-dimethyl-3-oxybutyl)acrylamide | D0062 | DAAA | Diacetone Acrylamide (stabilized |
|---|---|
| Specifications & Purity | ≥99% |
| Storage Temp | Argon charged |
| Shipped In | Normal |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic acids and derivatives
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Class
Carboxylic acids and derivatives
- Subclass Acrylic acids and derivatives
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Class
Carboxylic acids and derivatives
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Superclass
Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Acrylic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Acrylic acids and derivatives |
| Alternative Parents | Secondary carboxylic acid amides Ketones Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Acrylic acid or derivatives - Secondary carboxylic acid amide - Ketone - Carboxamide group - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as acrylic acids and derivatives. These are organic compounds containing acrylic acid CH2=CHCO2H or a derivative thereof. |
| External Descriptors | Not available |
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Names and Identifiers
| Pubchem Sid | 504752851 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504752851 |
| IUPAC Name | N-(2-methyl-4-oxopentan-2-yl)prop-2-enamide |
| INCHI | InChI=1S/C9H15NO2/c1-5-8(12)10-9(3,4)6-7(2)11/h5H,1,6H2,2-4H3,(H,10,12) |
| InChIKey | OMNKZBIFPJNNIO-UHFFFAOYSA-N |
| Smiles | CC(=O)CC(C)(C)NC(=O)C=C |
| Isomeric SMILES | CC(=O)CC(C)(C)NC(=O)C=C |
| WGK Germany | 1 |
| RTECS | AS3475000 |
| Molecular Weight | 169.22 |
| Beilstein | 1928444 |
| Reaxy-Rn | 1928444 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1928444&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.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 L2420867 |
Certificate of Analysis | Nov 29, 2024 | D110099 |
| L2420860 |
Certificate of Analysis | Nov 29, 2024 | D110099 |
| L2420871 |
Certificate of Analysis | Nov 29, 2024 | D110099 |
| L2420854 |
Certificate of Analysis | Nov 29, 2024 | D110099 |
| K2208253 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| K2208256 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| K2208257 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| K2208258 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| J2429182 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| K2420151 |
Certificate of Analysis | Aug 26, 2024 | D110099 |
| D2411400 |
Certificate of Analysis | Mar 20, 2024 | D110099 |
| D2411399 |
Certificate of Analysis | Mar 20, 2024 | D110099 |
| J2126780 |
Certificate of Analysis | Aug 09, 2023 | D110099 |
| J2126779 |
Certificate of Analysis | Aug 09, 2023 | D110099 |
| J2126783 |
Certificate of Analysis | Aug 09, 2023 | D110099 |
| J2126782 |
Certificate of Analysis | Aug 09, 2023 | D110099 |
| C2111063 |
Certificate of Analysis | Dec 13, 2022 | D110099 |
| C2111062 |
Certificate of Analysis | Dec 13, 2022 | D110099 |
| C2111061 |
Certificate of Analysis | Dec 13, 2022 | D110099 |
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Chemical and Physical Properties
| Solubility | Solubility in water: Completely soluble; Very soluble in Methanol; Soluble in Chloroform |
|---|---|
| Sensitivity | Hygroscopic,Light sensitive. |
| Flash Point(°C) | 113°C |
| Boil Point(°C) | 120°C |
| Melt Point(°C) | 53-57°C |
| Molecular Weight | 169.220 g/mol |
| XLogP3 | 0.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Exact Mass | 169.11 Da |
| Monoisotopic Mass | 169.11 Da |
| Topological Polar Surface Area | 46.200 Ų |
| Heavy Atom Count | 12 |
| Formal Charge | 0 |
| Complexity | 207.000 |
| 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. Yuli Wang, Zonglei Wang, Yunyang Zhao, Xueting Yang, Jie Xu, Xianke Ye, Xiancai Jiang, Yazhou Chen, Chen Li, Dezhan Ye. (2024) In-situ polymerization of a free-standing and tough gel polymer electrolyte for lithium metal batteries. JOURNAL OF POWER SOURCES, 593 (233881). |
| 2. Yuzhu Chen, Xingdi Li, Chao Zheng. (2023) Preparation of Thermoresponsive Microgels from Acrylamide and Diacetone Acrylamide with Adjustable Responsive Temperature and Size via Precipitation Polymerization. MACROMOLECULAR CHEMISTRY AND PHYSICS, (2300423). |
| 3. Yunpeng Wang, Xinyu Kan, Yaru Liu, Jie Ju, Xi Yao. (2023) Nacre-inspired layered composite gels with broad tunable mechanical strength and structural color for stress visualization. Nanoscale, 15 (20): (9060-9068). |
| 4. Jiahang Liu, Xuemeng Yang, Min Xu, Hongnan Zhu, Yan Cheng, Shuaijie Li, Tianci Li, Yunhong Jiao, Hongzan Song. (2023) Highly stretchable, self-adhesive, ambient-stable, and wide-temperature adaptable hydrophobic ionogels for wearable strain sensors. Journal of Materials Chemistry C, 11 (3): (1184-1196). |
| 5. Lijun Chen, Sui Wang, Zhiyong Guo, Yufang Hu. (2022) Double dynamic bonds tough hydrogel with high self-healing properties based on acylhydrazone bonds and borate bonds. POLYMERS FOR ADVANCED TECHNOLOGIES, 33 (8): (2528-2541). |
| 6. Jiansen Pan, Liqin Mei, Huan Zhou, Cong Zhang, Qingyi Xie, Chunfeng Ma. (2022) Self-regenerating zwitterionic hyperbranched polymer with tunable degradation for anti-biofouling coatings. PROGRESS IN ORGANIC COATINGS, 163 (106674). |
| 7. Kui Wu, Xiaofang Li, Lingfeng Xu, Runlin Han, Xiaobing Liu, Yajun Li, Dingwa Zhang, Yan Sui. (2022) Solubility Measurement and Thermodynamic Correlation of Diacetone Acrylamide in 15 Pure Solvents from 272.05 to 323.65 K. JOURNAL OF CHEMICAL AND ENGINEERING DATA, 67 (1): (257–266). |
| 8. Zhiwei Yu, Qianru Sun, Yu Sheng, Yu Xi, Liangjiu Bai, Wenxiang Wang, Hou Chen, Huawei Yang, Lixia Yang. (2022) Surface modification of cellulose nanocrystals via SI-AGET ATRP and application in waterborne coating for removing of formaldehyde. CARBOHYDRATE POLYMERS, 277 (118851). |
| 9. Tongyu Wang, Wanli Kang, Hongbin Yang, Zhe Li, Haiming Fan, Wangang Zheng, Tongyu Zhu, Saule Aidarova, Maratbek Gabdullin. (2022) Water-soluble grafted sodium polyacrylate with low concentration: Synthesis and thermal properties. JOURNAL OF MOLECULAR LIQUIDS, 345 (117837). |
| 10. Liyuan Qiao, Cheng Liu, Chengde Liu, Fangyuan Hu, Xiangyu Li, Chenghao Wang, Xigao Jian. (2020) Study on new polymer crosslinking agents and their functional hydrogels. EUROPEAN POLYMER JOURNAL, 134 (109835). |
| 11. Qiao Liyuan, Liu Cheng, Liu Chengde, Cheng Xitong, Li Yizheng, Wang Chenghao, Jian Xigao. (2020) Tough, high-strength PDAAM-co-PAAM hydrogels synthesized without a crosslinking agent. JOURNAL OF MATERIALS SCIENCE, 55 (24): (10878-10895). |
| 12. Yukun Hou, Guangqiang Fang, Yongbo Jiang, Huijie Song, Yuhua Zhang, Qian Zhao. (2019) Emulsion Lyophilization as a Facile Pathway to Fabricate Stretchable Polymer Foams Enabling Multishape Memory Effect and Clip Application. ACS Applied Materials & Interfaces, 11 (35): (32423–32430). |
| 13. Shuzhen Yu, Xu Cao, Wenbin Niu, Suli Wu, Wei Ma, Shufen Zhang. (2019) Large-Area and Water Rewriteable Photonic Crystal Films Obtained by the Thermal Assisted Air–Liquid Interface Self Assembly. ACS Applied Materials & Interfaces, 11 (25): (22777–22785). |
| 14. Hua-Xiu Xu, Yun Tan, Di Wang, Xiong-Lei Wang, Wen-Li An, Ping-Ping Xu, Shimei Xu, Yu-Zhong Wang. (2019) Autofluorescence of hydrogels without a fluorophore. Soft Matter, 15 (17): (3588-3594). |
| 15. Xiao Wang, Jiamin Zhou, Xiaoqing Lv, Baohua Zhang, Zesheng An. (2017) Temperature-Induced Morphological Transitions of Poly(dimethylacrylamide)–Poly(diacetone acrylamide) Block Copolymer Lamellae Synthesized via Aqueous Polymerization-Induced Self-Assembly. MACROMOLECULES, 50 (18): (7222–7232). |
| 16. Yuanyuan Xu, Youcheng Li, Xueteng Cao, Qijing Chen, Zesheng An. (2014) Versatile RAFT dispersion polymerization in cononsolvents for the synthesis of thermoresponsive nanogels with controlled composition, functionality and architecture. Polymer Chemistry, 5 (21): (6244-6255). |
| 17. Peng Jiani, Shi Liangliang, Zhu Shiqi, Wu Xinyi, Gao Yong. (2025) Antioxidant Pickering emulsions stabilized by core cross-linked diblock copolymer nanoparticles bearing polyphenol groups. COLLOID AND POLYMER SCIENCE, (1-12). |
| 18. Qiurui Lin, Tao Rao, Xinyu Ma, Pan Du, Yuhan Liu, Die Luo, Xianru He. (2024) Facile preparation of physically crosslinked hydrogel based on the glassy state with high strength. NEW JOURNAL OF CHEMISTRY, 48 (4): (1696-1704). |
| 19. Hongying Lv, Zhuoer Wang, Zhuoyou Gao, Hongzan Song. (2025) Highly stretchable, self-healable, and environment-adaptable ionogel-based high-output triboelectric nanogenerator for self-powered wearable ionotronics. CHEMICAL ENGINEERING JOURNAL, 509 (161247). |
| 20. Ziwen Ma, Ye Li, Zhi Qu, Zhonghua Ma, Kuo Yang, Fangfei Li, Bing Xue. (2025) High-performance dickite strengthened double-crosslinked hydrogel electrolytes for aqueous zinc-ion batteries. APPLIED CLAY SCIENCE, 266 (107691). |
| 21. Chunqing Lin, Leniu Chen, Yuan He, Wenlong Xiang, Yujing Nie, Baixue Cai, Zanru Guo. (2024) Injectable, self-healing and degradable dynamic hydrogels with tunable mechanical properties and stability by thermal-induced micellization. RSC Advances, 14 (23): (16207-16217). |
| 22. Yanyan Niu, Xin Fu, Yifei Zhu, Fanjun Meng, Qinglin Ma, Cui Song, Qian Zhang, Yuju Che. (2024) Stability and Rheological Properties of the Hydroxypropyl Methyl Cellulose-Based Graft Copolymer/Halocynthia roretzi Drasche-Based Cellulose Nanocrystal/Sodium Dodecyl Sulfate Dispersion for Enhanced Heavy Oil Recovery. ENERGY & FUELS, |
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