Determine the necessary mass, volume, or concentration for preparing a solution.
technical grade, ≥80% Technical grade for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,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 37 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Application:
Oleyl alcohol is used in softening and lubrication of textile fabrics, and in the production of carbon paper, stencil paper, and printing ink. It finds application in cosmetic products viz skin creams and lotions as a thickner, hair conditioners and hair coating shampoos. It is utilized as an antifoaming agent and cutting lubricant, as the precursor for the preparation of its sulfuric ester derivatives, which are used in detergents and wetting agents. It plays a vital role in various formulations for drug delivery.
| Canonical Smiles | CCCCCCCCC=CCCCCCCCCO |
|---|---|
| IUPAC Name | (Z)-octadec-9-en-1-ol |
| InChIKey | ALSTYHKOOCGGFT-KTKRTIGZSA-N |
| INCHI | 1S/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9- |
| Isomeric SMILES | CCCCCCCC/C=C\CCCCCCCCO |
| RTECS | RG4120000 |
| Molecular Weight | 268.48 |
| Beilstein | 1723962 |
| Reaxy-Rn | 1365020 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1365020&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 | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty alcohols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Long-chain fatty alcohols |
| Alternative Parents | Primary alcohols Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Long chain fatty alcohol - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. |
| External Descriptors | Fatty alcohols |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Dec 18, 2024 | O103767 | |
| Certificate of Analysis | Jul 23, 2024 | O103767 | |
| Certificate of Analysis | Jul 23, 2024 | O103767 | |
| Certificate of Analysis | Mar 11, 2024 | O103767 | |
| Certificate of Analysis | Jan 17, 2024 | O103767 | |
| Certificate of Analysis | Jan 17, 2024 | O103767 | |
| Certificate of Analysis | Jan 17, 2024 | O103767 | |
| Certificate of Analysis | Jan 17, 2024 | O103767 | |
| Certificate of Analysis | Jan 17, 2024 | O103767 | |
| Certificate of Analysis | Sep 07, 2021 | O103767 | |
| Certificate of Analysis | Sep 07, 2021 | O103767 | |
| Certificate of Analysis | Sep 07, 2021 | O103767 |
| Solubility | Miscible with alcohol and ether. Slightly miscible with carbon tetrachloride. Immiscible with water. |
|---|---|
| Sensitivity | Air sensitive |
| Refractive Index | 1.459-1.464 |
| Flash Point(°F) | 338 °F |
| Flash Point(°C) | 170℃ |
| Boil Point(°C) | 207°C |
| Melt Point(°C) | 0-5.0°C |
| Molecular Weight | 268.500 g/mol |
| XLogP3 | 7.400 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 15 |
| Exact Mass | 268.277 Da |
| Monoisotopic Mass | 268.277 Da |
| Topological Polar Surface Area | 20.200 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 175.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Ying Chen, Zeyu Liang, Qiyue Wang, Lin Xiao, Shangzhi Xie, Shengfei Yang, Xun Liu, Daishun Ling, Fangyuan Li. (2023) Alpha-Synuclein Oligomers Driven T1–T2 Switchable Nanoprobes for Early and Accurate Diagnosis of Parkinson's Disease. ADVANCED MATERIALS, [PMID:38149464] [10.1002/adma.202310404] |
| 2. Hongwei Liao, Shengfei Yang, Zeyu Liang, Lin Xiao, Shangzhi Xie, Peihua Lin, Fan Xia, Chunyan Fang, Qian Chen, Daishun Ling, Fangyuan Li. (2023) A Cancer Cell Selective Replication Stress Nano Amplifier Promotes Replication Fork Catastrophe to Overcome Radioresistance. ACS Nano, [PMID:37706454] [10.1021/acsnano.3c06774] |
| 3. Chen Gaoyu, Liu Xiaoyu, An Jiakun, Wang Shibin, Zhao Xiaokun, Gu Zhongzheng, Yuan Caojin, Xu Xiangxing, Bao Jianchun, Hu Han-Shi, Li Jun, Wang Xun. (2023) Nucleation-mediated growth of chiral 3D organic–inorganic perovskite single crystals. Nature Chemistry, 15 (11): (1581-1590). [PMID:37550390] [10.1038/s41557-023-01290-2] |
| 4. Asim Mushtaq, Xuehua Ma, Jabeen Farheen, Xiaoqing Lin, Muhammad Tayyab, M. Zubair Iqbal, Xiangdong Kong. (2023) Facile synthesis of metformin loaded Mn3O4-HAp magnetic hydroxyapatite nanocomposites for T1-magnetic resonance imaging guided targeted chemo-phototherapy in vitro. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2023.131911] |
| 5. Xin Guo, Min Wu, Yanping Deng, Yan Liu, Yanpeng Liu, Jianhua Xu. (2023) Redox-Responsive Lipidic Prodrug Nano-Delivery System Improves Antitumor Effect of Curcumin Derivative C210. Pharmaceutics, 15 (5): (1546). [PMID:37242789] [10.3390/pharmaceutics15051546] |
| 6. Cong Sun, Hui Liu, Yanran Chen, Xianzhi Wei, Shaohua Liang. (2023) Highly Efficient Synthesis of Chlorogenic Acid Oleyl Alcohol Ester under Non-Catalytic and Solvent-Free Conditions. MOLECULES, 28 (9): (3948). [PMID:37175358] [10.3390/molecules28093948] |
| 7. Kunlin Li, Xueyan Chen, Jianghao Zhang, Min Chen, Xiaoxiao Qin, Fei Wang, Kai Li, Jinhou Fang, Changbin Zhang. (2023) One-step synthesis of flower-like MgO/Carbon materials for efficient H2S oxidation at room temperature. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.142871] |
| 8. Jinlan Xin, Kangle Jia, Longfei Yu, Huanling Li, Junhua Ning, Xiaoshan Zheng, Haifu Wu, Xingxing Liu, Linjia Huang, Wu Wen. (2023) Controlling high-speed droplet splashing and superspreading behavior on anisotropic superhydrophobic leaf surfaces by ecofriendly Pseudogemini surfactants. PEST MANAGEMENT SCIENCE, 79 (9): (3090-3102). [PMID:36994611] [10.1002/ps.7485] |
| 9. Bin Zhang, Meng Mei, Kaiwei Li, Jingxin Liu, Teng Wang, Si Chen, Jinping Li. (2022) One-pot synthesis of MnFe2O4 functionalized magnetic biochar by the sol-gel pyrolysis method for diclofenac sodium removal. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2022.135210] |
| 10. Zexuan Yu, Mengtong Wu, Yingshuang Huang, Yishu Wang, Yijun Chen, Qiulin Long, Ziming Lin, Lingjing Xue, Caoyun Ju, Can Zhang. (2022) Single-component lipid nanoparticles for engineering SOCS1 gene-silenced dendritic cells to boost tumor immunotherapy. Biomaterials Science, 11 (1): (263-277). [PMID:36440740] [10.1039/D2BM01549H] |
| 11. Min Qiao, Jingzhi Wu, Nanxiao Gao, Guangcheng Shan, Fei Shen, Jian Chen, Bosong Zhu. (2022) Preparation and Properties of Different Polyether-Type Defoamers for Concrete. Materials, 15 (21): (7492). [PMID:36363083] [10.3390/ma15217492] |
| 12. Jie Cheng, Yuling Li, Yunjun Wang, Jing Zhang, Tuanqi Sun, Li Zhang, Yinlong Guo. (2022) Quaterization Derivatization with Bis(Pyridine) Iodine Tetrafluoroboride: High-Sensitivity Mass Spectrometric Analysis of Unsaturated Fatty Acids in Human Thyroid Tissues. ANALYTICAL CHEMISTRY, [PMID:35916214] [10.1021/acs.analchem.2c01519] |
| 13. Feng Wu, Yaqian Du, Jiani Yang, Boyang Shao, Zhensheng Mi, Yuanfei Yao, Ying Cui, Fei He, Yanqiao Zhang, Piaoping Yang. (2022) Peroxidase-like Active Nanomedicine with Dual Glutathione Depletion Property to Restore Oxaliplatin Chemosensitivity and Promote Programmed Cell Death. ACS Nano, [PMID:35266697] [10.1021/acsnano.1c06777] |
| 14. Liang Zeyu, Wang Qiyue, Liao Hongwei, Zhao Meng, Lee Jiyoung, Yang Chuang, Li Fangyuan, Ling Daishun. (2021) Artificially engineered antiferromagnetic nanoprobes for ultra-sensitive histopathological level magnetic resonance imaging. Nature Communications, 12 (1): (1-11). [PMID:34158498] [10.1038/s41467-021-24055-2] |
| 15. Manman Xie, Ziyang Wang, Qian Lu, Shuming Nie, Christopher J. Butch, Yiqing Wang, Bo Dai. (2020) Ultracompact Iron Oxide Nanoparticles with a Monolayer Coating of Succinylated Heparin: A New Class of Renal-Clearable and Nontoxic T1 Agents for High-Field MRI. ACS Applied Materials & Interfaces, [PMID:33210906] [10.1021/acsami.0c12454] |
| 16. Shunli Chen, Min Wu, Caixia Wang, Shun Yan, Peng Lu, Shuangfei Wang. (2020) Developed Chitosan/Oregano Essential Oil Biocomposite Packaging Film Enhanced by Cellulose Nanofibril. Polymers, 12 (8): (1780). [PMID:32784925] [10.3390/polym12081780] |
| 17. Liu Xiaofeng, Xia Yongjun, Zhang Yao, Yi Zhenwei, Meng Peng, Wang Guangqiang, Ai Lianzhong. (2019) Enhancement of antroquinonol and antrodin C productions via in situ extractive fermentation of Antrodia camphorata S-29. APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 103 (20): (8351-8361). [PMID:31392378] [10.1007/s00253-019-10034-7] |
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| 19. Qing Chen, Yang Du, Kai Zhang, Zeyu Liang, Jinquan Li, Hao Yu, Rong Ren, Jin Feng, Zhiming Jin, Fangyuan Li, Jihong Sun, Min Zhou, Qinggang He, Xiaolian Sun, Hong Zhang, Mei Tian, Daishun Ling. (2018) Tau-Targeted Multifunctional Nanocomposite for Combinational Therapy of Alzheimer’s Disease. ACS Nano, [PMID:29364648] [10.1021/acsnano.7b07625] |
| 20. Hao Zheng, Xia Liu, Guocheng Liu, Xianxiang Luo, Fengmin Li, Zhenyu Wang. (2018) Comparison of the ecotoxicological effects of biochar and activated carbon on a marine clam (Meretrix meretrix). Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2018.01.115] |
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| 22. Yicheng Bi, Min Yu, Haiyan Zhou, Hua Zhou, Ping Wei. (2016) Biosynthesis of oleyl oleate in solvent-free system by Candida rugosa Lipase (CRL) immobilized in macroporous resin with cross-linking of aldehyde-dextran. JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, [PMID:] [10.1016/j.molcatb.2016.05.002] |
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| 25. Min Wang, Yajie Yue, Xiaoning Wei, Jinyuan Zhang, Xinyuan Bi, Liyan Jia, Xu Jing. (2024) Chitosan-based emulsive liquid-liquid microextraction for the determination of strobilurin fungicides in water samples. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39486720] [10.1016/j.ijbiomac.2024.137136] |
| 26. Ting Zhou, Yanzhi Dong, Xiaoyi Wang, Ruxia Liu, Ran Cheng, Jinbin Pan, Xuejun Zhang, Shao-Kai Sun. (2024) Highly Sensitive Early Diagnosis of Kidney Damage Using Renal Clearable Zwitterion-Coated Ferrite Nanoprobe via Magnetic Resonance Imaging In Vivo. Advanced Healthcare Materials, [PMID:38278515] [10.1002/adhm.202304577] |
| 27. Yaqi Li, Yixin Sun, Qing Wang, Shuo Wang, Cuiyun Liu, Yuetong Huang, Wenxin Zhong, Xiyan Wang, Wenjing Wang, Shiyi Zuo, Xianbao Shi, Xiaohui Pu, Jin Sun, Zhonggui He, Bingjun Sun. (2024) Hydrophilic Ethylene Glycol Fragments: A Determinant Affecting the Therapeutic Index of Paclitaxel Prodrug Nanoassemblies. ACS Central Science, [PMID:39735304] [10.1021/acscentsci.4c01004] |
| 28. Junbo He, Xinyu Zhang, Yijie Li, Hong Lin, Weinong Zhang. (2025) Nanocomplex of selachyl alcohol and sodium caseinate: Preparation, physicochemical properties, and interaction mechanism. FOOD CHEMISTRY, [PMID:39999498] [10.1016/j.foodchem.2025.143483] |
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| 30. Jingting Fang, Jing Wang, Yingying Han, Dongming Qi, Tao Chen. (2025) Bio-based waterproof and oil-repellent coatings for paper packaging: Synergistic effect of oleyl alcohol and chitosan on performance enhancement. PROGRESS IN ORGANIC COATINGS, [PMID:] [10.1016/j.porgcoat.2025.109526] |
| 31. Ruoning Zhang, Yanhui Zhang, Tingnan Song, Song Miao, Yanxiang Gao, Like Mao. (2025) Shear-responsive oleogels with improved lubrication in oral conditions. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.167053] |
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| 33. Huanhuan Wu, Haoyu Wang, Jinwen Wei, Gang Shu, Shao-kai Sun, Cai Zhang, Dong Li. (2025) Ultrasmall Nanoprobe Enabling Contrast-Enhanced T1-Weighted and Susceptibility-Weighted Imaging for Multidimensional Diagnosis of Glioma. Advanced Healthcare Materials, [PMID:41145964] [10.1002/adhm.202500304] |
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| 35. Baizhi Cen, Juge Liu, Mengyuan Tan, Bo Wang, Lu Gao, Zhenquan Yang, Genxi Zhang, Tao Zhang, Xuechao Xu. (2026) Synergistic Eradication of Drug-Resistant Salmonella enteritidis in Food Matrices Through an Ag-MOF Nanozyme with Multiple Enzyme-like Activities. Foods, 15 (3): (479). [PMID:41683066] [10.3390/foods15030479] |
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| 37. Jingyi Zhang, Tian Liu, Yaqiao Li, Lurong Zhang, Chengde Jiang, Hongying Xiao, Mengyuan Duan, Jingzhe Sheng, Yingjie Zhao, Hao Zhang, Qing Wang, Zhonggui He, Jin Sun, Xianbao Shi, Bingjun Sun. (2026) Reprogramming the In Vivo Fate of Nanoassemblies: Morphology Regulation to Rod-Like Nanostructures to Enhance Antitumor Efficacy. ACS Applied Materials & Interfaces, [PMID:41707085] [10.1021/acsami.5c25772] |
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