Determine the necessary mass, volume, or concentration for preparing a solution.
Synonyms | ethyl acetoacetate | ethyl 3-oxobutanoate | 141-97-9 | ethyl acetylacetate | diacetic ether | ethyl 3-oxobutyrate | Acetoacetic ester | acetoacetic acid, ethyl ester | Butanoic acid, 3-oxo-, ethyl ester | ethyl acetylacetonate | 3-oxobutanoic acid ethyl ester | Active acetylac |
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Specifications & Purity | 10mM in DMSO |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | ethyl 3-oxobutanoate |
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INCHI | InChI=1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3 |
InChi Key | XYIBRDXRRQCHLP-UHFFFAOYSA-N |
Canonical SMILES | CCOC(=O)CC(=O)C |
Isomeric SMILES | CCOC(=O)CC(=O)C |
WGK Germany | 1 |
RTECS | AK5250000 |
PubChem CID | 8868 |
UN Number | 1993 |
Packing Group | I |
Molecular Weight | 130.14 |
Beilstein | 385838 |
Reaxy-Rn | 385838 |
Pictogram(s) | GHS05, GHS07 |
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Signal | Danger |
Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H318:Causes serious eye damage |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
WGK Germany | 1 |
RTECS | AK5250000 |
Reaxy-Rn | 385838 |
Class | 3 |
Merck Index | 3758 |
1. Juan Liu, Peng-Yu Cheng, Sai Chen, Meng Wang, Kai Wei, Yuan Li, Yao-Yao Cao, Xing Wang, Hong-Lei Li. (2023) Preparation and Application of a Fast, Naked-Eye, Highly Selective, and Highly Sensitive Fluorescent Probe of Schiff Base for Detection of Cu2+. Chemosensors, 11 (11): (556). [PMID:22299576] [10.3390/chemosensors11110556] |
2. Benteng Liu, Zhaopeng Hu, Xinke Zhong, Li Yang, Xin Jiang, Min Zuo, Miao Du, Yihu Song, Qiang Zheng, Danling Wang. (2023) Effect of deep eutectic solvents on vulcanization and rheological behaviors of rubber vulcanizates. Journal of Cleaner Production, 429 (8): (139426). [PMID:17038317] [10.1016/j.jclepro.2023.139426] |
3. Nan He, Chunxiao Zhang, Kaiyang Hou, Hongxiao Yu, Donghai Zhang, Mengying Chen, Kaiqiang Zhang, Xu Wang. (2023) A comprehensive study on flavor/cyclodextrin inclusion complexes. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 679 (11): (132613). [PMID:20084102] [10.1016/j.colsurfa.2023.132613] |
4. Zongxu Na, Xiao Liang, Hao Wang, Li Yu, Chunming Fan, Qian Wang, Xianbao Wang, Huai Yang. (2023) Broadband Modulation, Self-Driven, and Self-Cleaning Smart Photovoltaic Windows for High Efficiency Energy Saving Buildings. ADVANCED FUNCTIONAL MATERIALS, (20): (2308312). [PMID:30785395] [10.1002/adfm.202308312] |
5. Jinming Ge, Taipu Chen, Xiaofeng Wan, Lingfeng Lu, Ziqiang Liu, Shucheng Sun, Yuanqin Zhu. (2023) Highly Ion-Conductive and Alkaline Stable Anion Exchange Membranes Containing Bulky Aryl Units and Symmetric bis-Piperidinium Branches. ACS Applied Polymer Materials, 5 (6): (4554–4564). [PMID:] [10.1021/acsapm.3c00636] |
6. Ming Yao, Ye Zhao, Xingping Zhou, Zhong’an Li, Haiyan Peng, Xiaolin Xie. (2023) Orthogonal integration of holographic and fluorescent dual images based on energy transfer from liquid crystals to a photocleavable AIEgen. Journal of Materials Chemistry C, 11 (10): (3504-3512). [PMID:] [10.1039/D2TC05387J] |
7. Chunhui Yi, Fanyong Yan, Xin Wei, Yawei Wu, Xueyu Wang, Jinxia Xu. (2023) Design and characterization of high performance fluorescent probe for neutral red based on fluorescein monoaldol-3-acetyl coumarin. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 439 (114592). [PMID:] [10.1016/j.jphotochem.2023.114592] |
8. Shiyu Luo, Yanping He, Linhua Zhu, Tian Si, Yanlin Sun. (2023) Comprehensive evaluation on the encapsulation performances of melamine-formaldehyde microcapsules affected by core oils. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 659 (130794). [PMID:] [10.1016/j.colsurfa.2022.130794] |
9. Yaqun Ma, Zhan Wang, Yanxing Wang, Zhenghao Liu, Yukun Wang, Ruichan Lv. (2022) Coumarin derivative dye sensitized NaYGdF4:Yb,Er nanoparticles with enhanced NIR II luminescence for bio-vascular imaging. JOURNAL OF RARE EARTHS, [PMID:] [10.1016/j.jre.2022.08.013] |
10. Yukai Zhao, Weichi Liang, Yihan Wang, Yan Tong, Zhanhong Li, Yuqian Liang, Xiaolong Liu, Jiuxing Jiang. (2022) F−@d4r, a New Type of Acidic Catalytic Site in Zeolite. Catalysts, 12 (8): (809). [PMID:] [10.3390/catal12080809] |
11. Hu Chun-Mei, Luo Yong-Xin, Wang Wen-Jing, Li Jian-Ping, Li Meng-Yue, Zhang Yu-Fei, Xiao Di, Lu Li, Xiong Zhuang, Feng Na, Li Chen. (2022) Synthesis and Evaluation of Coumarin-Chalcone Derivatives as α-Glucosidase Inhibitors. Frontiers in Chemistry, 10 [PMID:35832461] [10.3389/fchem.2022.926543] |
12. Kangming Xu, Guoqing Chen, Mingjie Zhao, Weiyi He, Qiaoman Hu, Yong Pu. (2022) Transparent, self-recoverable, highly tough, puncture and tear resistant polyurethane supramolecular elastomer with fast self-healing capacity via “hard–soft” hard domain design. RSC Advances, 12 (5): (2712-2720). [PMID:35425297] [10.1039/D1RA07083E] |
13. Jialu Yang, Caixia Yin, Ying Wen, Yongbin Zhang, Fangjun Huo. (2020) A photostable fluorescent probe based on PET off for the detection of hydrogen sulfide and its application in bioimaging. NEW JOURNAL OF CHEMISTRY, 44 (17): (7091-7095). [PMID:] [10.1039/D0NJ01504K] |
14. Wen-Li Jiang, Wen-Xin Wang, Juan Liu, Yongfei Li, Chun-Yan Li. (2020) A novel hepatocyte-targeting ratiometric fluorescent probe for imaging hydrogen peroxide in zebrafish. SENSORS AND ACTUATORS B-CHEMICAL, 313 (128054). [PMID:] [10.1016/j.snb.2020.128054] |
15. Bo Wu, Yuan Lei, Yao Xiao, Yanjun Wang, Ye Yuan, Liang Jiang, Xi Zhang, Jingxin Lei. (2019) A Bio-Inspired and Biomass-Derived Healable Photochromic Material Induced by Hierarchical Structural Design. MACROMOLECULAR MATERIALS AND ENGINEERING, 305 (1): (1900539). [PMID:] [10.1002/mame.201900539] |
16. Hengchang Ma, Manyi Yang, Shaoxiong Zhang, Pei Yin, Tao Wang, Yuan Yang, Ziqiang Lei, Yucheng Ma, Yanfang Qin, Zengming Yang. (2019) Two aggregation-induced emission (AIE)-active reaction-type probes: for real-time detecting and imaging of superoxide anions. ANALYST, 144 (2): (536-542). [PMID:30406221] [10.1039/C8AN01811A] |
17. Ze Wu, Lei Zhang, Ji Li, Xiaolu Zhao, Chunhui Yang. (2018) Organic–inorganic hybridization for the synthesis of robust in situ hydrophobic polypropylsilsesquioxane aerogels with fast oil absorption properties. RSC Advances, 8 (11): (5695-5701). [PMID:35539583] [10.1039/C7RA13165H] |
18. Zixu Zhang, Zikun Wang, Hongliang Mu, Xin Wang, Yunhui Li, Jingling Yan, Zhen Wang. (2018) A novel approach to 1,2,3-triazole grafted chitosans via modified Wolff’s cyclocondensation. EUROPEAN POLYMER JOURNAL, 98 (492). [PMID:] [10.1016/j.eurpolymj.2017.11.047] |
19. Weina Zhao, Yuan Xue, Peng Ma, Wenfei Ma, Jieni Wang, Deli Lu, Sheng Han. (2016) Improving the cold flow properties of high-proportional waste cooking oil biodiesel blends with mixed cold flow improvers. RSC Advances, 6 (16): (13365-13370). [PMID:] [10.1039/C5RA16503B] |
20. Hui Yang, Yuan Xie, Guisong Hao, Weiwei Cai, Xingzhong Guo. (2016) Preparation of porous alumina microspheres via an oil-in-water emulsion method accompanied by a sol–gel process. NEW JOURNAL OF CHEMISTRY, 40 (1): (589-595). [PMID:] [10.1039/C5NJ02509E] |
21. Guo Xingzhong, Hao Guisong, Xie Yuan, Cai Weiwei, Yang Hui. (2015) Preparation of porous zirconia microspheres via emulsion method combined with phase separation. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 76 (3): (651-657). [PMID:] [10.1007/s10971-015-3817-y] |
22. Wei-Wei Cai, Hui Yang, Xing-Zhong Guo. (2014) A facile one-step route to synthesize titania hollow microspheres with incontinuous multicavities. CHINESE CHEMICAL LETTERS, 25 (441). [PMID:] [10.1016/j.cclet.2013.12.002] |
23. Liu W. L., Wang L., Zhang L. D., Xu W. H., Chen S. H., Wang X. Q., Duan X. L.. (2012) Superhydrophobic surface by immobilization of polystyrene on vinyl-modified titania nanoparticles. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 62 (3): (424-431). [PMID:] [10.1007/s10971-012-2744-4] |
1. Juan Liu, Peng-Yu Cheng, Sai Chen, Meng Wang, Kai Wei, Yuan Li, Yao-Yao Cao, Xing Wang, Hong-Lei Li. (2023) Preparation and Application of a Fast, Naked-Eye, Highly Selective, and Highly Sensitive Fluorescent Probe of Schiff Base for Detection of Cu2+. Chemosensors, 11 (11): (556). [PMID:22299576] [10.3390/chemosensors11110556] |
2. Benteng Liu, Zhaopeng Hu, Xinke Zhong, Li Yang, Xin Jiang, Min Zuo, Miao Du, Yihu Song, Qiang Zheng, Danling Wang. (2023) Effect of deep eutectic solvents on vulcanization and rheological behaviors of rubber vulcanizates. Journal of Cleaner Production, 429 (8): (139426). [PMID:17038317] [10.1016/j.jclepro.2023.139426] |
3. Nan He, Chunxiao Zhang, Kaiyang Hou, Hongxiao Yu, Donghai Zhang, Mengying Chen, Kaiqiang Zhang, Xu Wang. (2023) A comprehensive study on flavor/cyclodextrin inclusion complexes. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 679 (11): (132613). [PMID:20084102] [10.1016/j.colsurfa.2023.132613] |
4. Zongxu Na, Xiao Liang, Hao Wang, Li Yu, Chunming Fan, Qian Wang, Xianbao Wang, Huai Yang. (2023) Broadband Modulation, Self-Driven, and Self-Cleaning Smart Photovoltaic Windows for High Efficiency Energy Saving Buildings. ADVANCED FUNCTIONAL MATERIALS, (20): (2308312). [PMID:30785395] [10.1002/adfm.202308312] |
5. Jinming Ge, Taipu Chen, Xiaofeng Wan, Lingfeng Lu, Ziqiang Liu, Shucheng Sun, Yuanqin Zhu. (2023) Highly Ion-Conductive and Alkaline Stable Anion Exchange Membranes Containing Bulky Aryl Units and Symmetric bis-Piperidinium Branches. ACS Applied Polymer Materials, 5 (6): (4554–4564). [PMID:] [10.1021/acsapm.3c00636] |
6. Ming Yao, Ye Zhao, Xingping Zhou, Zhong’an Li, Haiyan Peng, Xiaolin Xie. (2023) Orthogonal integration of holographic and fluorescent dual images based on energy transfer from liquid crystals to a photocleavable AIEgen. Journal of Materials Chemistry C, 11 (10): (3504-3512). [PMID:] [10.1039/D2TC05387J] |
7. Chunhui Yi, Fanyong Yan, Xin Wei, Yawei Wu, Xueyu Wang, Jinxia Xu. (2023) Design and characterization of high performance fluorescent probe for neutral red based on fluorescein monoaldol-3-acetyl coumarin. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 439 (114592). [PMID:] [10.1016/j.jphotochem.2023.114592] |
8. Shiyu Luo, Yanping He, Linhua Zhu, Tian Si, Yanlin Sun. (2023) Comprehensive evaluation on the encapsulation performances of melamine-formaldehyde microcapsules affected by core oils. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 659 (130794). [PMID:] [10.1016/j.colsurfa.2022.130794] |
9. Yaqun Ma, Zhan Wang, Yanxing Wang, Zhenghao Liu, Yukun Wang, Ruichan Lv. (2022) Coumarin derivative dye sensitized NaYGdF4:Yb,Er nanoparticles with enhanced NIR II luminescence for bio-vascular imaging. JOURNAL OF RARE EARTHS, [PMID:] [10.1016/j.jre.2022.08.013] |
10. Yukai Zhao, Weichi Liang, Yihan Wang, Yan Tong, Zhanhong Li, Yuqian Liang, Xiaolong Liu, Jiuxing Jiang. (2022) F−@d4r, a New Type of Acidic Catalytic Site in Zeolite. Catalysts, 12 (8): (809). [PMID:] [10.3390/catal12080809] |
11. Hu Chun-Mei, Luo Yong-Xin, Wang Wen-Jing, Li Jian-Ping, Li Meng-Yue, Zhang Yu-Fei, Xiao Di, Lu Li, Xiong Zhuang, Feng Na, Li Chen. (2022) Synthesis and Evaluation of Coumarin-Chalcone Derivatives as α-Glucosidase Inhibitors. Frontiers in Chemistry, 10 [PMID:35832461] [10.3389/fchem.2022.926543] |
12. Kangming Xu, Guoqing Chen, Mingjie Zhao, Weiyi He, Qiaoman Hu, Yong Pu. (2022) Transparent, self-recoverable, highly tough, puncture and tear resistant polyurethane supramolecular elastomer with fast self-healing capacity via “hard–soft” hard domain design. RSC Advances, 12 (5): (2712-2720). [PMID:35425297] [10.1039/D1RA07083E] |
13. Jialu Yang, Caixia Yin, Ying Wen, Yongbin Zhang, Fangjun Huo. (2020) A photostable fluorescent probe based on PET off for the detection of hydrogen sulfide and its application in bioimaging. NEW JOURNAL OF CHEMISTRY, 44 (17): (7091-7095). [PMID:] [10.1039/D0NJ01504K] |
14. Wen-Li Jiang, Wen-Xin Wang, Juan Liu, Yongfei Li, Chun-Yan Li. (2020) A novel hepatocyte-targeting ratiometric fluorescent probe for imaging hydrogen peroxide in zebrafish. SENSORS AND ACTUATORS B-CHEMICAL, 313 (128054). [PMID:] [10.1016/j.snb.2020.128054] |
15. Bo Wu, Yuan Lei, Yao Xiao, Yanjun Wang, Ye Yuan, Liang Jiang, Xi Zhang, Jingxin Lei. (2019) A Bio-Inspired and Biomass-Derived Healable Photochromic Material Induced by Hierarchical Structural Design. MACROMOLECULAR MATERIALS AND ENGINEERING, 305 (1): (1900539). [PMID:] [10.1002/mame.201900539] |
16. Hengchang Ma, Manyi Yang, Shaoxiong Zhang, Pei Yin, Tao Wang, Yuan Yang, Ziqiang Lei, Yucheng Ma, Yanfang Qin, Zengming Yang. (2019) Two aggregation-induced emission (AIE)-active reaction-type probes: for real-time detecting and imaging of superoxide anions. ANALYST, 144 (2): (536-542). [PMID:30406221] [10.1039/C8AN01811A] |
17. Ze Wu, Lei Zhang, Ji Li, Xiaolu Zhao, Chunhui Yang. (2018) Organic–inorganic hybridization for the synthesis of robust in situ hydrophobic polypropylsilsesquioxane aerogels with fast oil absorption properties. RSC Advances, 8 (11): (5695-5701). [PMID:35539583] [10.1039/C7RA13165H] |
18. Zixu Zhang, Zikun Wang, Hongliang Mu, Xin Wang, Yunhui Li, Jingling Yan, Zhen Wang. (2018) A novel approach to 1,2,3-triazole grafted chitosans via modified Wolff’s cyclocondensation. EUROPEAN POLYMER JOURNAL, 98 (492). [PMID:] [10.1016/j.eurpolymj.2017.11.047] |
19. Weina Zhao, Yuan Xue, Peng Ma, Wenfei Ma, Jieni Wang, Deli Lu, Sheng Han. (2016) Improving the cold flow properties of high-proportional waste cooking oil biodiesel blends with mixed cold flow improvers. RSC Advances, 6 (16): (13365-13370). [PMID:] [10.1039/C5RA16503B] |
20. Hui Yang, Yuan Xie, Guisong Hao, Weiwei Cai, Xingzhong Guo. (2016) Preparation of porous alumina microspheres via an oil-in-water emulsion method accompanied by a sol–gel process. NEW JOURNAL OF CHEMISTRY, 40 (1): (589-595). [PMID:] [10.1039/C5NJ02509E] |
21. Guo Xingzhong, Hao Guisong, Xie Yuan, Cai Weiwei, Yang Hui. (2015) Preparation of porous zirconia microspheres via emulsion method combined with phase separation. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 76 (3): (651-657). [PMID:] [10.1007/s10971-015-3817-y] |
22. Wei-Wei Cai, Hui Yang, Xing-Zhong Guo. (2014) A facile one-step route to synthesize titania hollow microspheres with incontinuous multicavities. CHINESE CHEMICAL LETTERS, 25 (441). [PMID:] [10.1016/j.cclet.2013.12.002] |
23. Liu W. L., Wang L., Zhang L. D., Xu W. H., Chen S. H., Wang X. Q., Duan X. L.. (2012) Superhydrophobic surface by immobilization of polystyrene on vinyl-modified titania nanoparticles. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 62 (3): (424-431). [PMID:] [10.1007/s10971-012-2744-4] |