for synthesis for Synthesis 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 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CCCCCCCCCCCC(=O)OCC(C1C(C(CO1)O)O)O |
|---|---|
| IUPAC Name | [2-[(2R,3R,4S)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate |
| InChIKey | LWZFANDGMFTDAV-WYDSMHRWSA-N |
| INCHI | 1S/C18H34O6/c1-2-3-4-5-6-7-8-9-10-11-16(21)23-13-15(20)18-17(22)14(19)12-24-18/h14-15,17-20,22H,2-13H2,1H3/t14-,15?,17+,18+/m0/s1 |
| Isomeric SMILES | CCCCCCCCCCCC(=O)OCC([C@@H]1[C@@H]([C@H](CO1)O)O)O |
| WGK Germany | 1 |
| RTECS | WG2920000 |
| Beilstein | 8355657 |
| Reaxy-Rn | 11323087 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11323087&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 acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty acid esters |
| Alternative Parents | Oxolanes Secondary alcohols Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Dialkyl ethers Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Fatty acid ester - Oxolane - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Dialkyl ether - Ether - Monocarboxylic acid or derivatives - Oxacycle - Organoheterocyclic compound - Carbonyl group - Organic oxide - Alcohol - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 A2621114 | Certificate of Analysis | Jun 25, 2025 | S1372587 |
| A2621155 | Certificate of Analysis | Jun 25, 2025 | S1372587 |
| G2523575 | Certificate of Analysis | Jun 25, 2025 | S1372587 |
| G2523581 | Certificate of Analysis | Jun 25, 2025 | S1372587 |
| G2523582 | Certificate of Analysis | Jun 25, 2025 | S1372587 |
| Flash Point(°F) | 113 °C |
|---|---|
| Flash Point(°C) | 113°C |
| Molecular Weight | 346.500 g/mol |
| XLogP3 | 3.700 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 14 |
| Exact Mass | 346.236 Da |
| Monoisotopic Mass | 346.236 Da |
| Topological Polar Surface Area | 96.200 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 335.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. 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] |
| 2. Zhiyi Zang, Yongkang Wang, Wei Liu, Congcong Chao, Guanghui Cui, Shaojun Wu, Zhanpeng Wu. (2025) Amphiphilic Polyphosphazene-Stabilized High Internal Phase Emulsions toward Porous Polymers with Designed Hydrophilicity and Hydrophobicity for Selective Adsorption of Water and Oil. LANGMUIR, [PMID:40990335] [10.1021/acs.langmuir.5c02759] |
| 3. Yajie Ding, Nianxiang Qiu, Jianqiang Wang, Zhe Yang, Fu Liu, Chuyang Y. Tang. (2023) Oil-water receiving membrane with sub-10 nm surfactant layer for long-lasting oil-water separation. JOURNAL OF MEMBRANE SCIENCE, [PMID:] [10.1016/j.memsci.2023.121820] |
| 4. Zihao Meng, Jian Wu, Qingyun Li, Youyan Liu, Aixing Tang. (2023) Effective immobilization of candida cylindracea lipase on surfactant-modified bentonite. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, [PMID:] [10.1080/15421406.2022.2096553] |
| 5. Fan Xiao, Kai Li, Wei Wang, Yuntong Ge, Zhipeng Yu, Zeheng Peng, Yingming Liu, Jing Gong. (2023) Effect of Oil-Soluble/Water-Soluble Surfactants on the Stability of Water-in-Oil Systems, an Atomic Force Microscopy Study. LANGMUIR, [PMID:36908066] [10.1021/acs.langmuir.2c02992] |
| 6. Danping Yuan, Fukui Xiao, Ning Zhao, Cunbao Deng, Xin Huang, Hao Zhang, Qianmin Yang, Yonggang Qiao. (2023) Mesoporous poly(ionic liquid) solid acid for sequential dehydration of sorbitol to isosorbide. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.141780] |
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| 8. Zhen Yang, Yuanpeng Yao, Huiying Wu. (2022) Effects of surfactants on subcooled pool boiling characteristics: An experimental study. INTERNATIONAL JOURNAL OF HEAT AND MASS TRANSFER, [PMID:] [10.1016/j.ijheatmasstransfer.2022.123419] |
| 9. Minhua Li, Xue Dong, Tieling Xing, Guoqiang Chen. (2022) Anti-Wrinkle and Dyeing Properties of Silk Fabric Finished with 2,4,6-Trichloropyrimidine. Polymers, 14 (16): (3332). [PMID:36015590] [10.3390/polym14163332] |
| 10. Linghui Zou, Wenya Ding, Qiuyan Huang, Xu Yang, Jilang Li, Tianyan Huang, Zeyu Li, Si Lin, Jianfang Feng. (2022) Andrographolide/Phospholipid/Cyclodextrin Complex-Loaded Nanoemulsion: Preparation, Optimization, in Vitro and in Vivo Evaluation. BIOLOGICAL & PHARMACEUTICAL BULLETIN, 45 (8): (1106-1115). [PMID:35598976] [10.1248/bpb.b22-00154] |
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| 13. Xue Dong, Tieling Xing, Guoqiang Chen. (2020) Improving the Anti-Pilling Performance of Cellulose Fiber Blended Knitted Fabrics with 2,4,6-Trichloropyrimidine Treatment. Coatings, 10 (10): (969). [PMID:] [10.3390/coatings10100969] |
| 14. Jiayuan Wang, Wenqi Cao, Lingyu Zhu, Jianli Wang, Richard Lakerveld. (2020) Emulsion-assisted cooling crystallization of ibuprofen. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2020.115861] |
| 15. Shikang Meng, Lin Sun, Lun Wang, Zibei Lin, Zeyu Liu, Long Xi, Zhenping Wang, Ying Zheng. (2019) Loading of water-insoluble celastrol into niosome hydrogels for improved topical permeation and anti-psoriasis activity. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:31306831] [10.1016/j.colsurfb.2019.110352] |
| 16. Wei Li, Gang Wu, Jinhui Tan, Xufeng Yu, Gang Sun, Bo You. (2019) Transparent Surfactant/Epoxy Composite Coatings with Self-Healing and Superhydrophilic Properties. MACROMOLECULAR MATERIALS AND ENGINEERING, 304 (7): (1800765). [PMID:] [10.1002/mame.201800765] |
| 17. Xiyao Zhang, Jianlei Niu, Jian-Yong Wu. (2019) Development and characterization of novel and stable silicon nanoparticles-embedded PCM-in-water emulsions for thermal energy storage. APPLIED ENERGY, [PMID:] [10.1016/j.apenergy.2019.01.159] |
| 18. Xin Sun, Chunying Zhu, Taotao Fu, Youguang Ma, Huai Z. Li. (2018) Dynamics of droplet breakup and formation of satellite droplets in a microfluidic T-junction. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2018.05.027] |
| 19. Dong Dong, Enxi Quan, Xue Yuan, Qian Xie, Zhijie Li, Baojian Wu. (2016) Sodium Oleate-Based Nanoemulsion Enhances Oral Absorption of Chrysin through Inhibition of UGT-Mediated Metabolism. MOLECULAR PHARMACEUTICS, [PMID:27983856] [10.1021/acs.molpharmaceut.6b00851] |
| 20. Zonghao Wang, Yanyan Nie, Peiyuan Shang, Zheng Chen, Bin Cheng. (2024) Chemical stability of sorbitan monolaurate under highly oxidative electrochemical environments. CHEMICAL PAPERS, [PMID:] [10.1007/s11696-024-03388-4] |
| 21. Sisi Yuan, Xiujun Wang, Yongjun Wang, Ming Duan, Yan Xiong, Shenwen Fang. (2024) Comparative study on the performance and properties of polyether and polyacrylate crude oil demulsifier. SEPARATION SCIENCE AND TECHNOLOGY, [PMID:] [10.1080/01496395.2024.2328671] |
| 22. Xiao-Fang Lv, Xing-Ya Ni, Yan-Yun Xiao, Yang Liu, Ming-Guo Peng, Qian-Li Ma, Chuan-Shuo Wang, Shi-dong Zhou, Shang-Fei Song. (2024) Experimental study on gas separation from the oil–water-emulsion mixture via hydrate method. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2024.120198] |
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| 24. Wenyan Liu, Jingxia Cao, Qixin Zhang, Weiqin Wang, Yuanping Ye, Senwang Zhang, Leiyan Wu. (2024) Interfacial Properties and Structure of Emulsions and Foams Co-Stabilized by Span Emulsifiers of Varying Carbon Chain Lengths and Egg Yolk Granules. Foods, 14 (1): (35). [PMID:39796325] [10.3390/foods14010035] |
| 25. Xin Lv, Shi Shen, Huiyong Liang, Yanzhen Liu, Haiyuan Yao, Rui Qin, Haihong Chen, Yang Ge, Peng Xiao. (2024) Study on the mixed deposition rate and phase transition thermodynamic parameters of crude oil wax crystals and hydrates. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2024.121022] |
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| 27. Linghua Zhang, Shu Yang, Ahmed S.M. Saleh, Rui Wang, Zhigang Xiao. (2025) Influence of Emulsifier Type on Sunflower Oil Oleogels Structured with Ethylcellulose. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2025.118841] |
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