Basic Description

Synonyms	TBPH \| SCHEMBL108027 \| EINECS 238-528-0 \| DFQPZDGUFQJANM-UHFFFAOYSA-M \| TBPH solution \| Phosphonium, tetrabutyl-, hydroxide (1:1) \| AKOS015950702 \| DTXSID70884758 \| T2571 \| MFCD00068456 \| tetrabutylphosphanium;hydroxide \| FT-0769999 \| Tetrabutylphosphoniu
Specifications & Purity	40 wt.% in H2O
Shipped In	Normal
Product Description	Tetrabutylphosphonium hydroxide (TBPH) can be used: • To convert poorly water-soluble acidic APIs into TBP ionic liquids (IL). • As a cation source in the synthesis of Good′s buffer ionic liquids (GB-ILs) via an acid−base neutralization reaction with Good′s buffer anions. • To synthesize tetrabutylphosphonium acetate, which along with Cu2O-nanoparticles forms an excellent catalyst system for protodecarboxylation reactions

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organophosphorus compounds
  - Class Tetraalkylphosphonium compounds

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
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	tetrabutylphosphanium;hydroxide
INCHI	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
InChIKey	DFQPZDGUFQJANM-UHFFFAOYSA-M
Smiles	CCCC[P+](CCCC)(CCCC)CCCC.[OH-]
Isomeric SMILES	CCCC[P+](CCCC)(CCCC)CCCC.[OH-]
WGK Germany	3
PubChem CID	84487
Molecular Weight	276.44
Beilstein	4826225
Reaxy-Rn	4826225

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot Number	Certificate Type	Date	Item
C2520854	Certificate of Analysis	Mar 27, 2025	T121851
C2520855	Certificate of Analysis	Mar 27, 2025	T121851
C2520858	Certificate of Analysis	Mar 27, 2025	T121851
K2310113	Certificate of Analysis	Oct 31, 2023	T121851
K2310112	Certificate of Analysis	Oct 31, 2023	T121851
C2317663	Certificate of Analysis	Mar 10, 2023	T121851
C2317662	Certificate of Analysis	Mar 10, 2023	T121851
C2317677	Certificate of Analysis	Mar 10, 2023	T121851
C2210675	Certificate of Analysis	Feb 25, 2022	T121851
C2210699	Certificate of Analysis	Feb 25, 2022	T121851
C2210698	Certificate of Analysis	Feb 25, 2022	T121851

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Chemical and Physical Properties

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 Å²
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

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Wei Guo,Jian Han,Shengmin Wu,Xiongjie Shi,Qiangwei Wang,Bingsheng Zhou. (2019-12-06) Bis(2-ethylhexyl)-2,3,4,5-tetrabromophthalate Affects Lipid Metabolism in Zebrafish Larvae via DNA Methylation Modification.. Environmental science & technology, 54 ((1)): (355-363).
2. Ping Xiang,Rong-Yan Liu,Hong-Jie Sun,Yun-Wen Yang,Xin-Yi Cui,Lena Q Ma. (2017-03-21) Effects of novel brominated flame retardant TBPH and its metabolite TBMEHP on human vascular endothelial cells: Implication for human health risks.. Environmental research, 156 (834-842).
3. Wenbin Jin,Yuqi Ke,Xianxian Liu,Qiwei Yang,Zongbi Bao,Baogen Su,Qilong Ren,Yiwen Yang,Huabin Xing. (2017-04-08) Enhanced self-assembly for the solubilization of cholesterol in molecular solvent/ionic liquid mixtures.. Physical chemistry chemical physics : PCCP, 19 ((17)): (10835-10842).
4. 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, 62 (41): (16931–16938).
5. 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).
6. 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, 516-517 (204621).
7. 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, 357 (119082).
8. Qiao Yang, Jingcheng Hao. (2022) 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, 633 (127848).
9. 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, 9 (14): (5240–5249).
10. 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).
11. 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).
12. 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, 8 (7): (2910–2918).
13. 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, 283 (399).
14. 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).
15. Yanjun Gong, Qiongzheng Hu, Yongxian Guo, Li Yu. (2017) Photocatalyzed Reduction of Chromium(VI) and Thermal-Driven Heterogeneous Separation. ACS Sustainable Chemistry & Engineering, 5 (6): (4511–4516).
16. 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, 357 (124284).

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SKU	Size	Availability	Price
T121851-5ml	5ml	2	$10.90
T121851-25ml	25ml	3	$31.90
T121851-50ml	50ml	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$55.90

Tetrabutylphosphonium hydroxide solution - 40 wt.% in H2O, high purity , CAS No.14518-69-5