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Tetrabutylammonium bisulfate solution

~55% in H2O

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Synonym(s):
Tetrabutylammonium hydrogen sulfate solution
Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
Molecular Weight:
339.53
Beilstein/REAXYS Number:
3599663
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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Tetrabutylammonium bisulfate puriss., ≥99.0% (T)

86868

Tetrabutylammonium bisulfate

Tetrabutylammonium hydrogensulfate 97%

155837

Tetrabutylammonium hydrogensulfate

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

concentration

~55% in H2O

concentration

-

concentration

-

concentration

-

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.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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.
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
R Bryan Sears et al.
Journal of inorganic biochemistry, 121, 77-87 (2013-01-29)
The complex cis-[Ru(phpy)(phen)(CH3CN)2](+) (phpy=2-phenylpyridine, phen=1,10-phenanthroline) was investigated as a potential photodynamic therapy (PDT) agent. This complex presents desirable photochemical characteristics including a low energy absorption tail extending into the PDT window (600-850nm) and photoinduced exchange of the CH3CN ligands, generating
Oliver Bixner et al.
The Journal of chemical physics, 136(20), 204503-204503 (2012-06-07)
The interaction of exciton and charge transfer (CT) states plays a central role in photo-induced CT processes in chemistry, biology, and physics. In this work, we use a combination of two-dimensional electronic spectroscopy (2D-ES), pump-probe measurements, and quantum chemistry to

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