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40 wt.% in H2O for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CCCC[P+](CCCC)(CCCC)CCCC.[OH-] |
|---|---|
| IUPAC Name | tetrabutylphosphanium;hydroxide |
| InChIKey | DFQPZDGUFQJANM-UHFFFAOYSA-M |
| INCHI | 1S/C16H36P.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H2/q+1;/p-1 |
| Isomeric SMILES | CCCC[P+](CCCC)(CCCC)CCCC.[OH-] |
| WGK Germany | 3 |
| PubChem CID | 84487 |
| Molecular Weight | 276.44 |
| Beilstein | 4826225 |
| Reaxy-Rn | 4826225 |
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 | Organophosphorus compounds |
| Class | Tetraalkylphosphonium compounds |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Tetraalkylphosphonium compounds |
| Alternative Parents | Organopnictogen compounds Organic salts Organic oxoanionic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Tetraalkylphosphonium compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organic hydroxide - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as tetraalkylphosphonium compounds. These are organophosphorus compounds that contain a tetravalent phosphorus atom substituted to four alkyl chains. |
| 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 |
|---|---|---|---|
| Certificate of Analysis | Apr 13, 2026 | T121851 | |
| Certificate of Analysis | Apr 13, 2026 | T121851 | |
| Certificate of Analysis | Dec 10, 2025 | T121851 | |
| Certificate of Analysis | Mar 31, 2025 | T121851 | |
| Certificate of Analysis | Mar 31, 2025 | T121851 | |
| Certificate of Analysis | Mar 31, 2025 | T121851 | |
| Certificate of Analysis | Mar 27, 2025 | T121851 | |
| Certificate of Analysis | Mar 27, 2025 | T121851 | |
| Certificate of Analysis | Mar 27, 2025 | T121851 | |
| Certificate of Analysis | Jul 19, 2024 | T121851 | |
| Certificate of Analysis | Oct 31, 2023 | T121851 | |
| Certificate of Analysis | Oct 31, 2023 | T121851 | |
| Certificate of Analysis | Mar 10, 2023 | T121851 | |
| Certificate of Analysis | Mar 10, 2023 | T121851 | |
| Certificate of Analysis | Mar 10, 2023 | T121851 | |
| Certificate of Analysis | Feb 25, 2022 | T121851 | |
| Certificate of Analysis | Feb 25, 2022 | T121851 |
| Solubility | Miscible with water |
|---|---|
| Refractive Index | 1.412 |
| Molecular Weight | 276.440 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 12 |
| Exact Mass | 276.258 Da |
| Monoisotopic Mass | 276.258 Da |
| Topological Polar Surface Area | 1.000 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 116.000 |
| 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 | 2 |
| 1. Lei Yuan, Leihao Zhang, Guilin Li, Shaojuan Zeng, Qizhou Xue, Chongyang Jiang, Xiangping Zhang. (2023) Phenoxy-Nitrile Bifunctional Ionic Liquid for Efficient Electroreduction of CO2 to Oxalate. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.3c02876] |
| 2. Heming Zhang, Chan Meng, Qian Su, Li Dong, Wen Liu, Xiaokang Wang, Yunong Li, Weiguo Cheng. (2023) Sterically regulated halogen-free bifunctional ionic liquids for catalytic conversion of CO2 into cyclic carbonates. ChemistrySelect, 8 (37): (e202301015). [PMID:] [10.1002/slct.202301015] |
| 3. Peng Wang, Jixia Qiu, Peng Gao, Rui Dong, Yunyan Han, Mingjin Fan. (2023) The tribological behaviors and anti-corrosion performances of 5-phenyltetrazole ionic liquid additives for water lubricants. WEAR, [PMID:] [10.1016/j.wear.2023.204621] |
| 4. Haolin Li, Lin Ma, Ping Wen, Yunyan Han, Rui Dong, Mingjin Fan. (2022) Molecular structure insight into the tribological behavior of sulfonate ionic liquids as lubricants for titanium alloys. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2022.119082] |
| 5. Qiao Yang, Jingcheng Hao. (2021) Synthesis of metal sulfides via ionic liquid-mediated assembly strategy and their photocatalytic degradation of dyes in water. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2021.127848] |
| 6. Ran Ping, Penghui Zhao, Qianqian Zhang, Guangyu Zhang, Fusheng Liu, Mengshuai Liu. (2021) Catalytic Conversion of CO2 from Simulated Flue Gases with Aminophenol-Based Protic Ionic Liquids to Produce Quinazoline-2,4(1H,3H)-diones under Mild Conditions. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.1c01466] |
| 7. Fangchao Cheng, Panpan Zhao, Tulong Ouyang, Jianping Sun, Yiqiang Wu. (2021) Comprehensive utilization strategy of cellulose in a facile, controllable, high-yield preparation process of cellulose nanocrystals using aqueous tetrabutylphosphonium hydroxide. GREEN CHEMISTRY, 23 (4): (1805-1815). [PMID:] [10.1039/D0GC04370B] |
| 8. Qiang Yuan, Jifeng Pang, Wenguang Yu, Mingyuan Zheng. (2020) Vapor-Phase Furfural Decarbonylation over a High-Performance Catalyst of 1%Pt/SBA-15. Catalysts, 10 (11): (1304). [PMID:] [10.3390/catal10111304] |
| 9. Fusheng Liu, Ran Ping, Yongqiang Gu, Penghui Zhao, Bin Liu, Jun Gao, Mengshuai Liu. (2020) Efficient One Pot Capture and Conversion of CO2 into Quinazoline-2,4(1H,3H)-diones Using Triazolium-Based Ionic Liquids. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.9b07242] |
| 10. Hao Wu, Zhaizhu Deng, Bijian Zhou, Minghui Qi, Minghuang Hong, Guobin Ren. (2019) Improved transdermal permeability of ibuprofen by ionic liquid technology: Correlation between counterion structure and the physicochemical and biological properties. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2019.03.046] |
| 11. Zhenhao Wei, Kake Zhu, Lanyu Xing, Fan Yang, Yunsheng Li, Yarong Xu, Xuedong Zhu. (2017) Steam-assisted transformation of natural kaolin to hierarchical ZSM-11 using tetrabutylphosphonium hydroxide as structure-directing agent: synthesis, structural characterization and catalytic performance in the methanol-to-aromatics reaction. RSC Advances, 7 (39): (24015-24021). [PMID:] [10.1039/C7RA03141F] |
| 12. Yanjun Gong, Qiongzheng Hu, Yongxian Guo, Li Yu. (2017) Photocatalyzed Reduction of Chromium(VI) and Thermal-Driven Heterogeneous Separation. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.7b00554] |
| 13. Jie Wang, Jielin Huang, Hui Xu, Li Dong, Songsong Chen, Junping Zhang, Suojiang Zhang. (2024) Phosphorus-modulated surface active center reconstruction in cerium oxide for polyols conversion into carbonates. APPLIED CATALYSIS B-ENVIRONMENTAL, [PMID:] [10.1016/j.apcatb.2024.124284] |
| 14. Jie Wang, Junping Zhang, Hongpeng Zhang, Shijie Xu, Songsong Chen, Jielin Huang, Li Dong. (2025) Interlayer anion removal modulates surface hydroxyl bonding in layered double metal hydroxides catalysts for glycerol carbonate synthesis. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2025.119321] |
| 15. Zhencai Zhang, Fei Xu, Hongyan He, Weilu Ding, Wenjuan Fang, Wei Sun, Zengxi Li, Suojiang Zhang. (2019) Synthesis of high-molecular weight isosorbide-based polycarbonates through efficient activation of endo-hydroxyl groups by an ionic liquid. GREEN CHEMISTRY, 21 (14): (3891-3901). [PMID:] [10.1039/C9GC01500K] |
| 16. Wei Shen, Zilong Yang, Xiaolin Guo, Hongxiao Jin, Wenxiang Chai, Hongliang Ge, Dingfeng Jin. (2025) Comparative analysis of CO2 absorption in amino acid ionic liquids with Varying N–H group structures. JOURNAL OF THE INDIAN CHEMICAL SOCIETY, [PMID:] [10.1016/j.jics.2025.102065] |
| 17. Jingwen Hou, Guangkai Jin, Kangbiao Wei, Mingming Yang, Shujuan Liu, Qian Ye, Feng Zhou. (2025) Fabrication of N, P Co-Doped Carbon Aerogel Microspheres via Ionic Liquids as Dopant Source for Enhanced Lubrication Performance. ACS Applied Materials & Interfaces, [PMID:41391166] [10.1021/acsami.5c19000] |