72453
Tetrabutylammonium bisulfate solution
~55% in H2O
Synonym(s):
Tetrabutylammonium hydrogen sulfate solution
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About This Item
Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
Molecular Weight:
339.53
Beilstein:
3599663
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
form
liquid
Quality Level
concentration
~55% in H2O
SMILES string
OS([O-])(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC
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
Application
Tetrabutylammonium bisulfate (Bu4NHSO4) can be used as a reagent along with potassium fluoride dihydrate to synthesize β-fluoro amine derivatives by the ring-opening reaction of aziridines. It may also be utilized as a catalyst in the hydrolysis of aziridines and epoxides to corresponding β-amino alcohols and 1,2-diols, respectively.
Signal Word
Danger
Hazard Statements
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ren-Hua Fan et al.
The Journal of organic chemistry, 69(2), 335-338 (2004-01-17)
Potassium fluoride combined with tetrabutylammonium bisulfate is an efficient reagent to convert a variety of aziridines derived from cyclic and acyclic alkenes to beta-fluoro amine derivatives in high yield.
Tetrabutylammonium bisulfate: a new effective catalyst for the hydrolysis of aziridines or epoxides.
Ren-Hua Fan et al.
Organic & biomolecular chemistry, 1(9), 1565-1567 (2003-08-21)
Bu4NHSO4 (TBAHS) is an effective catalyst for the hydrolysis of aziridines and epoxides under mild and non-metal conditions to give the corresponding beta-amino alcohols and 1,2-diols in high yields. The catalyst can be recycled.
K M Frankowski et al.
Journal of dairy science, 97(9), 5356-5370 (2014-07-16)
Many food companies are trying to limit the amount of sodium in their products. Permeate, the liquid remaining after whey or milk is ultrafiltered, has been suggested as a salt substitute. The objective of this study was to determine the
Erbo Shi et al.
Organic letters, 14(13), 3384-3387 (2012-06-27)
A metal-free C-H oxidation for the construction of allylic esters has been developed. The use of a commercially available and inexpensive catalyst and oxidant, and readily available starting materials, coupled with the operational simplicity of the reaction, renders the methodology
Fabio Galeotti et al.
Journal of chromatography. A, 1284, 141-147 (2013-03-05)
In this study, by using tetrabutylammonium bisulfate as ion-pairing reagent, we were able to separate all the main heparin/heparan sulfate disaccharides generated by the action of heparinases along with the main Hep tetrasaccharide possessing a 3-O-sulfate group on the sulfoglucosamine
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