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Merck
CN

72453

Tetrabutylammonium bisulfate solution

~55% in H2O, liquid

Synonym(s):

Tetrabutylammonium hydrogen sulfate solution

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
Molecular Weight:
339.53
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352107
MDL number:
Beilstein/REAXYS Number:
3599663
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Product Name

Tetrabutylammonium bisulfate solution, ~55% in H2O

form

liquid

Quality Level

reaction suitability

core: ammonium

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.


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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

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



Global Trade Item Number

SKUGTIN
34373-50MG04061833962077
72453-250ML-F04061832861289