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.
Jia Bao et al.
Environmental science and pollution research international, 21(12), 7650-7655 (2014-03-14)
Severe perfluoroalkyl acid (PFAA) contamination resulting from the fast-growing semiconductor, electrochemical, and optoelectronic industries has been determined in the river water in the vicinity of the Taipei area, Taiwan, during recent years. However, little is known about body burdens of
David J Posson et al.
Nature structural & molecular biology, 20(2), 159-166 (2012-12-25)
Understanding how ion channels open and close their pores is crucial for comprehending their physiological roles. We used intracellular quaternary ammonium blockers, electrophysiology and X-ray crystallography to locate the voltage-dependent gate in MthK potassium channels from Methanobacterium thermoautotrophicum. Blockers bind
Toshihiro Kimura et al.
Inorganic chemistry, 51(23), 13001-13008 (2012-11-15)
A simple monomeric tungstate, TBA(2)[WO(4)] (I, TBA = tetra-n-butylammonium), could act as an efficient homogeneous catalyst for chemical fixation of CO(2) with 2-aminobenzonitriles to quinazoline-2,4(1H,3H)-diones. Various kinds of structurally diverse 2-aminobenzonitriles could be converted into the corresponding quinazoline-2,4(1H,3H)-diones in high
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