analytical standard, ≥99% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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 20 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C=CCCCCCCCCC(=O)O |
|---|---|
| IUPAC Name | undec-10-enoic acid |
| InChIKey | FRPZMMHWLSIFAZ-UHFFFAOYSA-N |
| INCHI | 1S/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13) |
| Isomeric SMILES | C=CCCCCCCCCC(=O)O |
| WGK Germany | 1 |
| RTECS | YQ2975000 |
| Molecular Weight | 184.28 |
| Beilstein | 1762631 |
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 | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Medium-chain fatty acids |
| Alternative Parents | Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Medium-chain fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. |
| External Descriptors | Unsaturated fatty acids |
| Solubility | Slightly soluble in water, can be freely mixed with ethanol, chloroform, ether, volatile oil or fatty oil. |
|---|---|
| Freezing Point(°C) | 24 °C |
| Refractive Index | 1.449 |
| Flash Point(°F) | 300.2 °F |
| Flash Point(°C) | 149°C |
| Boil Point(°C) | 137 °C/2 mmHg |
| Melt Point(°C) | 23-25°C |
| Molecular Weight | 184.270 g/mol |
| XLogP3 | 3.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 9 |
| Exact Mass | 184.146 Da |
| Monoisotopic Mass | 184.146 Da |
| Topological Polar Surface Area | 37.300 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 141.000 |
| 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. Meng Zhu, Yucheng Liu, Ahmad Rahimpour, Yong Liu, Mohtada Sadrzadeh. (2023) Fabrication of fluorine-free pH-responsive functionalized mesh via thiol-ene click chemistry for oil-water separation. SURFACE & COATINGS TECHNOLOGY, [PMID:] [10.1016/j.surfcoat.2023.129792] |
| 2. Xiao-Dong Cheng, Zheng Zhang, Yun-Ping Li. (2023) A facile approach to undecylenic acid-functionalized stationary phases for per aqueous liquid chromatography. ANALYTICA CHIMICA ACTA, [PMID:37230580] [10.1016/j.aca.2023.341337] |
| 3. Yangyang Zhang, Xiao Gong. (2023) Smart and durable pH-responsive superhydrophobic fabrics with switchable surface wettability for high-efficiency and complex oil/water separation. GIANT, [PMID:] [10.1016/j.giant.2023.100157] |
| 4. Chao Fan, Bei Liu, Hui Li, Kaijun Quan, Jia Chen, Hongdeng Qiu. (2021) N-Vinyl pyrrolidone and undecylenic acid copolymerized on silica surface as mixed-mode stationary phases for reversed-phase and hydrophilic interaction chromatography. JOURNAL OF CHROMATOGRAPHY A, [PMID:34509123] [10.1016/j.chroma.2021.462534] |
| 5. Jing Li, Yanjun Jiao, Qin Luo, Weixin Hu, Shenwen Fang, Chunling Tang, Qiang Liu. (2021) Treatment of oil-based drill cuttings by hydrophobic deep eutectic solvents. CANADIAN JOURNAL OF CHEMICAL ENGINEERING, 100 (8): (1747-1754). [PMID:] [10.1002/cjce.24263] |
| 6. Chenjie Jiao, Rong Zhong, Yanfang Zhou, Hongfei Zhang. (2020) Preparation and Characterization of a Novel Terbium Complex Coordinated with 10-Undecenoic Acid for UV-Cured Coatings. International Journal of Polymer Science, [PMID:] [10.1155/2020/2175259] |
| 7. Heyun Wang, Yingchun Li, Zhong Wei, Yanmei Song, Qiang Liu, Chunlin Wu, Hao Wang, Haoji Jiang. (2019) Morphology, mechanical property, and processing thermal stability of PVC/La-OMMTs nanocomposites prepared via in situ intercalative polymerization. JOURNAL OF VINYL & ADDITIVE TECHNOLOGY, 26 (1): (97-108). [PMID:] [10.1002/vnl.21719] |
| 8. Lei Tang, Zhixiang Zeng, Gang Wang, Luli Shen, Lijing Zhu, Yingxin Zhang, Qunji Xue. (2019) Study of Oil Dewetting Ability of Superhydrophilic and Underwater Superoleophobic Surfaces from Air to Water for High-Effective Self-Cleaning Surface Designing. ACS Applied Materials & Interfaces, [PMID:31038304] [10.1021/acsami.9b04948] |
| 9. Bin Shang, Min Chen, Limin Wu. (2018) Fabrication of UV-Triggered Liquid-Repellent Coatings with Long-Term Self-Repairing Performance. ACS Applied Materials & Interfaces, [PMID:30133253] [10.1021/acsami.8b10838] |
| 10. Huilong Guo, Wanting Dai, Ying Miao, Yongzhou Wang, Dong Ma, Wei Xue. (2018) Sustained heparin release actuator achieved from thermal and water activated shape memory hydrogels containing main-chain LC units. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2018.02.009] |
| 11. Tuying Yong, Jun Hu, Xiaoqiong Zhang, Fuying Li, Hao Yang, Lu Gan, Xiangliang Yang. (2016) Domino-Like Intercellular Delivery of Undecylenic Acid-Conjugated Porous Silicon Nanoparticles for Deep Tumor Penetration. ACS Applied Materials & Interfaces, [PMID:27653799] [10.1021/acsami.6b11127] |
| 12. Feng Ye, Si Chen, GuoDong Tang, Meng Ma, Xu Wang. (2015) Self-assembled nanofibrillar gel network toughened PMMA nanocomposite by in situ thermal polymerization of MMA gel. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2015.03.025] |
| 13. Changqing Fu, Jiancheng Liu, Hongying Xia, Liang Shen. (2015) Effect of structure on the properties of polyurethanes based on aromatic cardanol-based polyols prepared by thiol-ene coupling. PROGRESS IN ORGANIC COATINGS, [PMID:] [10.1016/j.porgcoat.2015.01.020] |
| 14. Ying-Ying Zhang, Xing-Hong Zhang, Ren-Jian Wei, Bin-Yang Du, Zhi-Qiang Fan, Guo-Rong Qi. (2014) Synthesis of fully alternating polycarbonate with low Tg from carbon dioxide and bio-based fatty acid. RSC Advances, 4 (68): (36183-36188). [PMID:] [10.1039/C4RA06157H] |
| 15. Liling Wang, Yanbin Wang, Yuchuan Qin, Liang He. (2024) An emulsion extraction system composed of hydrophobic deep eutectic solvent and water for synchronous extraction of oil and phenolic compounds from U.S. pecans [Carya illinoinensis (Wangenh.) K. Koch]. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.126354] |
| 16. He Jinhua, Wang Chenhui, Liu Mingrui, Ramzan Muhammad, Long Zhiwei, Wu Xian-gang, Chen Yu, Zhong Haizheng. (2024) Overcoming side reaction effects in the colloidal synthesis of ZnSe/ZnS core/shell quantum dots with an etching strategy. Nano Research, [PMID:] [10.1007/s12274-024-6732-0] |
| 17. Gaoshen Su, Jingyi Cui, Chaoyang Li, Ping Chen, Yong Li, Wenxue Jiang, Huan Yang, Xiaorong Yu, Liangliang Wang. (2025) Copolymerization Behavior of Acrylamide-Based Polymers in Ionic Liquid Media. Polymers, 17 (14): (1963). [PMID:40732842] [10.3390/polym17141963] |
| 18. Zhichao Zhang, Xiaoqi Wang, Li Wang, Renan Wu, Yan Jin, Ziyuan Duan. (2025) Identification and comparison of mutton flavor related branched-chain fatty acids among 4 Chinese indigenous sheep. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2025.107918] |
| 19. Xinmei Yan, Junjie He, Ying Yang, Hao Jiang, Haipeng Zou, Zichen Zhang, Guanghao Chen, Yan Jiang, Hongwen Zhang. (2026) PH-Responsive PDMS-AA-UA-SiO2@MS Sponge With Switchable Wettability for Efficient and Recyclable Oil-Water Separation. JOURNAL OF APPLIED POLYMER SCIENCE, [PMID:] [10.1002/app.70454] |
| 20. Yongliang Ding, Lieshun Cai, Siyu Liu, Jindong Li, Qihao Huang, Yu Fang, Qingmin Yang, Xi Li, Zhongkai Wang, Xiankun Wu. (2026) Castor oil-derived sulfur-containing copolyamides as functional materials for sustainable polymer engineering. POLYMER, [PMID:] [10.1016/j.polymer.2026.129798] |
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