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electronic grade, PrimorTrace™ Ultra, ≥99.9999% metals basis Electronic grade,PrimorTrace™ Ultra for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Protected from light 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 42 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
TFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.
| Pubchem Sid | 504751852 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751852 |
| Sonrisas canónicas | CC(=C)C(=O)OCC(F)(F)F |
| IUPAC Name | 2,2,2-trifluoroethyl 2-methylprop-2-enoate |
| InChIKey | QTKPMCIBUROOGY-UHFFFAOYSA-N |
| INCHI | 1S/C6H7F3O2/c1-4(2)5(10)11-3-6(7,8)9/h1,3H2,2H3 |
| Isómeros SMILES | CC(=C)C(=O)OCC(F)(F)F |
| WGK Alemania | 2 |
| Número ONU | 3272 |
| Peso molecular | 168.11 |
| Reaxy-Rn | 4175872 |
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 | Carboxylic acid derivatives |
| Intermediate Tree Nodes | Carboxylic acid esters - Alpha,beta-unsaturated carboxylic esters |
| Direct Parent | Enoate esters |
| Alternative Parents | Monocarboxylic acids and derivatives Organofluorides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl fluorides |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Enoate ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organofluoride - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl fluoride - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position. |
| External Descriptors | Not available |
| Sensibilidad | Heat and Light Sensitive |
|---|---|
| Índice de refracción | n20/D 1.361 |
| Punto de inflamación (°F) | 77 °F |
| Punto de inflamación (°C) | 25°C |
| Punto de ebullición (°C) | 59 °C/100 mmHg |
| Peso molecular | 168.110 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 168.04 Da |
| Monoisotopic Mass | 168.04 Da |
| Topological Polar Surface Area | 26.300 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 171.000 |
| 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. Zuowei Zhang, Xian He, Luoning Zhang, Jianjun Xu, Baohua Yuan, Chao Chen, Cheng Zou, Qian Wang, Yanzi Gao, Meina Yu, Huai Yang. (2023) A novel low-voltage fast-response electrically controlled dimming film based on fluorinated PDLC for smart window applications. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.147668] |
| 2. Min Li, Honglang Lu, Menghan Pi, Hui Zhou, Yufei Wang, Bin Yan, Wei Cui, Rong Ran. (2023) Water-Induced Phase Separation for Anti-Swelling Hydrogel Adhesives in Underwater Soft Electronics. Advanced Science, [PMID:37750254] [10.1002/advs.202304780] |
| 3. Yutuo Wang, Mengqing Xiao, Changwen Chen, Yintao Li, Zhengquan Zhang, Yuanlin Zhou, Shanqiang Wang. (2023) Preparation and performance study of the self-brittle composite detergent with controllable morphology for radioactive decontamination of surface layer of various materials by RAFT one-pot synthesis. REACTIVE & FUNCTIONAL POLYMERS, [PMID:] [10.1016/j.reactfunctpolym.2023.105591] |
| 4. Yaling Lin, Deqiang Zhang, Shijie Shan, Wei Zhang, Rui Li, Anqiang Zhang. (2022) Fluorine-containing amphiphilic quaternary ammonium salts for the suppression of Banana fusarium wilt. REACTIVE & FUNCTIONAL POLYMERS, [PMID:] [10.1016/j.reactfunctpolym.2022.105488] |
| 5. Junzhi Lin, Xianger Xia, Yifei Liu, Zhenchao Luan, Yezhen Chen, Kunkai Ma, Bing Geng, Hui Li. (2022) Fabrication of hierarchical porous fluoro-PolyHIPE materials with ultra-high specific surface area via hypercrosslinking knitting technique. JOURNAL OF APPLIED POLYMER SCIENCE, 139 (38): (e52914). [PMID:] [10.1002/app.52914] |
| 6. Jie Liu, Jiawen Sun, Jizhou Duan, Xucheng Dong, Xinping Wang, Chao Liu, Baorong Hou. (2022) Capsaicin-Modified Fluorosilicone Based Acrylate Coating for Marine Anti-Biofouling. Coatings, 12 (7): (988). [PMID:] [10.3390/coatings12070988] |
| 7. Liu Yuncong, Chen Tao, Jin Zhekai, Li Mengxue, Zhang Dongdong, Duan Lian, Zhao Zhiguo, Wang Chao. (2022) Tough, stable and self-healing luminescent perovskite-polymer matrix applicable to all harsh aquatic environments. Nature Communications, 13 (1): (1-11). [PMID:35288556] [10.1038/s41467-022-29084-z] |
| 8. Zhongqiang Yu, Wen Sun, Lida Wang, Zhengqing Yang, Han Zhang, Guichang Liu, Qian Zhang. (2022) Excellent synergistic antifouling polymers based on controlled release of cinnamic acid and hydrolysis-induced fluorinated micro/nanostructure. MATERIALS CHEMISTRY AND PHYSICS, [PMID:] [10.1016/j.matchemphys.2022.125913] |
| 9. Qiumeng Chen, Yahui Li, Ming Liu, Xuan Wu, Jianliang Shen, Liangliang Shen. (2021) Constructing helical nanowires via polymerization-induced self-assembly. RSC Advances, 11 (15): (8986-8992). [PMID:35423399] [10.1039/D1RA00439E] |
| 10. Hailiang Liu, Yueming Liu, Yang Qin, Yan Huang, Kaikai Chen, Changfa Xiao. (2021) Amphiphilic surface construction and properties of PVC-g-PPEGMA/PTFEMA graft copolymer membrane. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2021.148985] |
| 11. Jian Lu, Ying-Ying Qin, Yi-Lin Wu, Mu-Ning Chen, Chang Sun, Zi-Xuan Han, Yong-Sheng Yan, Chun-Xiang Li, Yan Yan. (2020) Mimetic-core-shell design on molecularly imprinted membranes providing an antifouling and high-selective surface. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2020.128085] |
| 12. Yi-Feng Liu, Hong-Rui Wang, Jiang-Yu Li, Meng-Jie Chen, Hui Chen, Bing-Yi Lu, Qiang Ma, Xiong-Wei Wu, Xian-Xiang Zeng. (2020) Mixed lithium fluoride-nitride ionic conducting interphase for dendrite-free lithium metal anode. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2020.148294] |
| 13. Jihong Liang, Umair Azhar, Pengchao Men, Jian Chen, Yining Liu, Jinxuan He, Bing Geng. (2019) Fluoropolymer/SiO2 encapsulated aluminum pigments for enhanced corrosion protection. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2019.05.199] |
| 14. Umair Azhar, Rimsha Yaqub, Huateng Li, Ghulam Abbas, Yongkang Wang, Jian Chen, Chuanyong Zong, Anhou Xu, Zhang Yabin, Shuxiang Zhang, Bing Geng. (2019) Di-block copolymer stabilized methyl methacrylate based polyHIPEs: Influence of hydrophilic and hydrophobic co-monomers on morphology, wettability and thermal properties. Arabian Journal of Chemistry, [PMID:] [10.1016/j.arabjc.2019.01.005] |
| 15. Jiayan Shi, Yifei Zhou, Jiapei Jiang, Tingting Pan, Zhipeng Mei, Jiaxing Wen, Cheng Yang, Zijin Wang, Yanqing Tian. (2019) Multi-arm polymers prepared by atom transfer radical polymerization (ATRP) and their electrospun films as oxygen sensors and pressure sensitive paints. EUROPEAN POLYMER JOURNAL, [PMID:] [10.1016/j.eurpolymj.2019.01.008] |
| 16. Jiaze Li, Yuan Qiao, Tingting Pan, Ke Zhong, Jiaxing Wen, Shanshan Wu, Fengyu Su, Yanqing Tian. (2018) Amphiphilic Fluorine-Containing Block Copolymers as Carriers for Hydrophobic PtTFPP for Dissolved Oxygen Sensing, Cell Respiration Monitoring and In Vivo Hypoxia Imaging with High Quantum Efficiency and Long Lifetime. SENSORS, 18 (11): (3752). [PMID:30400255] [10.3390/s18113752] |
| 17. Umair Azhar, Chuanyong Zong, Xiaozheng Wan, Anhou Xu, Zhang Yabin, Jitao Liu, Shuxiang Zhang, Bing Geng. (2018) Methyl Methacrylate HIPE Solely Stabilized by Fluorinated Di-block Copolymer for Fabrication of Highly Porous and Interconnected Polymer Monoliths. CHEMISTRY-A EUROPEAN JOURNAL, 24 (45): (11619-11626). [PMID:30003616] [10.1002/chem.201800787] |
| 18. Shi Wang, Hao Xu, Ailian Wang, Xu Liu, Jie Chen, Zhinan Wang, Di Feng, Qinghui Zeng, Liaoyun Zhang. (2018) Nanocomposite All-Solid-State Polymer Electrolyte for High-Performance Lithium Batteries. Energy Technology, 7 (1): (122-130). [PMID:] [10.1002/ente.201800362] |
| 19. Umair Azhar, Chenxi Huyan, Xiaozheng Wan, Anhou Xu, Hui Li, Bing Geng, Shuxiang Zhang. (2017) A cationic fluorosurfactant for fabrication of high-performance fluoropolymer foams with controllable morphology. MATERIALS & DESIGN, [PMID:] [10.1016/j.matdes.2017.03.064] |
| 20. Cheng Fang, Yi Jing, Yajun Zong, Zhongxiang Lin. (2016) Preparation and characterization of fluorine-containing acrylic latex PSAs using a reactive surfactant. JOURNAL OF FLUORINE CHEMISTRY, [PMID:] [10.1016/j.jfluchem.2016.10.021] |
| 21. Haochuan Chen, Changwen Zhao, Ruibo Li, Yuhong Ma, Lianying Liu, Wantai Yang. (2014) A Facile Visible-Light-Induced Route to Functionalize Polymeric Substrates by Combining Controlled Radical Grafting Polymerization and Thiol−Yne Click Chemistry with Photoredox Catalyst Ir(ppy)3. MACROMOLECULAR CHEMISTRY AND PHYSICS, 215 (14): (1378-1387). [PMID:] [10.1002/macp.201400172] |
| 22. Pengwei Jin, Ju Chu, Yu Miao, Jun Tan, Siliang Zhang, Weihong Zhu. (2013) A NIR luminescent copolymer based on platinum porphyrin as high permeable dissolved oxygen sensor for microbioreactors. AICHE JOURNAL, 59 (8): (2743-2752). [PMID:] [10.1002/aic.14083] |
| 23. Jianling Tian, Ruiyang Li, Xueying Yang, Pengbin Lai, Jiaxiang Liu, Ruilai Ye, Yi Deng, Qichen Chen, Peng Zhang, Jinbao Zhao. (2024) A fluorinated branched polyether for PEO-based polymer electrolyte via thiol-Michael addition click reaction. SOLID STATE IONICS, [PMID:] [10.1016/j.ssi.2024.116602] |
| 24. Cong Ma, Zuowei Zhang, Yihai Yang, Peixiang Wang, Meina Yu, Yanzi Gao, Qian Wang, Jiumei Xiao, Cheng Zou, Huai Yang. (2024) A Smart Window with Passive Radiative Cooling and Switchable Near-Infrared Light Transmittance via Molecular Engineering. ACS Applied Materials & Interfaces, [PMID:38711173] [10.1021/acsami.4c02819] |
| 25. Zhongqiang Yu, Wen Sun, Lida Wang, Zhengqing Yang, Yine Ren, Yanke Li, Guichang Liu, Qian Zhang. (2024) Bioinspired Sulfobetaine Borneol Fluorinated Amphiphilic Polymers for Marine Antifouling and Fouling Release Applications. ACS Applied Materials & Interfaces, [PMID:39165173] [10.1021/acsami.4c06525] |
| 26. Honghe Song, Yuheng Jiang, Caixiang Chen, Shumei Wen, Zhenzhen Zhou, Chenghu Yan, Wei Cong. (2024) Durable photobioreactor antibiofouling coatings for microalgae cultivation by photoreactive poly(2,2,2-trifluoroethyl methacrylate). BIOFOULING, [PMID:39212053] [10.1080/08927014.2024.2391000] |
| 27. Yeyun Meng, Shengyuan Liang. (2024) Preparation and characterization of hydrophobic waterborne polyurethane self-matting coating. JOURNAL OF APPLIED POLYMER SCIENCE, 141 (31): (e55734). [PMID:] [10.1002/app.55734] |
| 28. Chengmin Hou, Weimin Yan, Na Li, Jiaqi Song, Qianqian Liao, Kexin Li, Qianruo Chen, Qi Gui. (2024) Preparation and properties of hydrophobic materials based on environmentally responsive low fluorine epoxy copolymer. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2024.111927] |
| 29. Xiangyu Xu, Yuxuan Fu, Zhongren Shi, Chao Li, Yan Kuai, Zhijia Hu, Zhigang Cao, Siqi Li. (2024) Stable and self-healing perovskite for high-speed underwater optical wireless communication. Journal of Materials Chemistry C, 12 (11): (3907-3914). [PMID:] [10.1039/D3TC04809H] |
| 30. Yuting Tian, Weining Liu, Jun Hu, Zhiwei Li, Xiaoying Xin, Guodong Fu. (2024) Synthesis of highly transparent and fast-responding photochromic coating by template method with space-limited domains. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.156961] |
| 31. Wenbo Du, Zhiyong Lin, Ting Chen, Yongming Chen, Weiang Luo, Birong Zeng, Guorong Chen, Lizong Dai. (2024) Synthesis of phosphorus fluorine containing polymers for flame-retardant, low surface energy and good dielectric performance epoxy resin electronic packaging materials. POLYMER DEGRADATION AND STABILITY, [PMID:] [10.1016/j.polymdegradstab.2024.110932] |
| 32. Chuan Li, Bochun Liang, Ze Chen, Rong Zhang, Huilin Cui, Yanbo Wang, Qing Li, Chao Peng, Jun Fan, Zengxia Pei, Chunyi Zhi. (2025) Scalable high-voltage Zn||MnO2 batteries achieved by mild amphiphilic hydrogel electrolytes. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 122 (33): (e2501935122). [PMID:40815628] [10.1073/pnas.2501935122] |
| 33. Tong-Bo Chen, Qiu-Ning Li, Chang Liu, Ri Hong, Qing Li, Liangliang Zhu, Chen Xu. (2021) Hydrophobic fluorinated colloidal photonic crystals for heterogeneous aggregated cluster encoding and energy-saving applications. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2021.128623] |
| 34. Fang Fu, Jianfei Lin, Shiyuan Zhang, Ying Liu, Tianzong Ma, Ruonan Jing, Liqun Sun, Haiming Xie. (2025) Molecular-level polymer design and interface engineering enable 4.5 V high-voltage Li metal batteries. Energy Storage Materials, [PMID:] [10.1016/j.ensm.2025.104327] |
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| 36. Wenchao Zhang, Yao Shu, Zhiduo Wang, Tingzhi Zheng, Songyue Sun, Wenyang Li, Hongtao Lv, Bing Geng, Wen Ao. (2025) In situ polymerized fluoropolymer coatings on aluminum particles: Tailored modulation of combustion dynamics and agglomeration suppression in composite propellants. SURFACE & COATINGS TECHNOLOGY, [PMID:] [10.1016/j.surfcoat.2025.132294] |
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| 38. Zhu Yongmei, Cui Jinyi, Ma Yunduo, He Yichen, Liu Shuhao, He Junye, Xie Jinxin, Zhang Rongchun, Dai Shuqi, Huang Mingjun. (2025) Tuning the interfacial compatibility of poly(vinylidene difluoride) and poly(ethylene oxide) blends for improved solid-state polymer electrolytes. Science China-Chemistry, 68 (12): (6669-6681). [PMID:] [10.1007/s11426-025-3128-2] |
| 39. Xiaotong Zhang, Siying Yang, Tingting Mo, Yingshi Zhou, Haoyu Xue, Jinying Yuan, Lei Tao, Mei Tian, Yen Wei, Zengfang Huang. (2025) A series of N-substituted phenothiazine acrylate monomers for fluorescence nanoparticles: Synthesis, structure-fluorescence relationship and drugs delivery systems of paclitaxel. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2025.136671] |
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| 41. Hui Xu, Min Fang, Jiaxue Chen, Jinghong Chen, Xiaoyi Rong, Xiaoshuang Yin, Wenzhong Yang. (2026) Beyond surface coating: A bulk-modified and mechanically stable aerogel for sustainable oil/water separation. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2026.136866] |
| 42. Honglin Zhang, Yang Sun, Wei Zhao, Guanjie Li, Ke Zhang, Jiupeng Zhao, Yao Li. (2026) Optical Oxygen Sensor Based on Luminescence Quenching for Dissolved Oxygen (DO) Detection: Metalloporphyrin Embedded in Fluorinated Acrylate Microspheres and Their Biological Application. Sensors and Actuators Reports, [PMID:] [10.1016/j.snr.2026.100449] |
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