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Tetrabutylammonium hydrogen sulfate
PRICE INQUIRYCatalog Number
ACM32503278
Product Name
Tetrabutylammonium hydrogen sulfate
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/32503-27-8.gif)
CAS
32503-27-8
Synonyms
N,N,N-tributyl-1-butanaminiusulfate(1:1)
IUPAC Name
hydrogen sulfate;tetrabutylazanium
Molecular Weight
339.53
Molecular Formula
C16H37NO4S
Canonical SMILES
CCCC[N+](CCCC)(CCCC)CCCC.OS(=O)(=O)[O-]
InChI
InChI=1S/C16H36N.H₂O4S/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-5(2,3)4/h5-16H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
InChI Key
SHFJWMWCIHQNCP-UHFFFAOYSA-M
Purity
99%
Appearance
White solid
Storage
Refrigerator
Complexity
192
Covalently-Bonded Unit Count
2
EC Number
251-068-5
Exact Mass
339.24433g/mol
Formal Charge
0
H-Bond Acceptor
4
H-Bond Donor
1
Heavy Atom Count
22
MeSH Entry Terms
tetra-n-butylammonium dodecylsulfate;tetra-n-butylammonium hexafluorophosphate;tetrabutylammonium;tetrabutylammonium azide;tetrabutylammonium bromide;tetrabutylammonium chloride;tetrabutylammonium cyanide;tetrabutylammonium fluoride;tetrabutylammonium hydrogen sulfate;tetrabutylammonium hydroxide;tetrabutylammonium iodide;tetrabutylammonium monophosphate;tetrabutylammonium nitrate;tetrabutylammonium perchlorate;tetrabutylammonium sulfate;tetrabutylammonium sulfate (1:1), sodium salt
Monoisotopic Mass
339.24433g/mol
Physical State
White crystal or powder
Rotatable Bond Count
12
Application
Tetrabutylammonium hydrogen sulfate is a versatile compound utilized for a wide range of chemical and industrial applications. As a stable, hygroscopic, white powder, its primary purpose encompasses serving as an ion-pairing reagent in liquid chromatography, facilitating the analysis of pharmaceutical compounds and metabolites. Its unique properties as a quaternary ammonium salt lend it antibacterial capabilities, attributed to the presence of a quaternary amine and counter ion. Moreover, it acts as a phase-transfer catalyst and cocatalyst in various synthesis processes, such as the hydrocarboxylation of ethylene to produce propionic acid and ketones. It plays a crucial role in N-alkylation reactions, beta-amino acid cyclization to form beta-lactams, conversion of nitriles to amides, and other key transformations in organic chemistry. Additionally, it finds application as a surface-active agent, solvent, emulsifying agent, and pigment disperser. Tetrabutylammonium hydrogen sulfate is also employed as an active ingredient in conditioners, antistatic agents, detergent sanitizers, and fabric softeners for textiles and paper products, underscoring its importance across multiple industries.
January 20, 2025
Excellent Ion-Pairing Reagent for Research
Using Alfa Chemistry's Tetrabutylammonium hydrogen sulfate in chromatography enhanced our pharmaceutical analyses significantly. Its stable, white powder form was reliable as a phase transfer catalyst. Highly recommended for efficient N-alkylation and hydrocarboxylation applications.
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