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Sigma-Aldrich

Tetrabutylammonium bisulfate

puriss., ≥99.0% (T)

Synonym(s):

Tetrabutylammonium hydrogen sulfate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
32503-27-8
Molecular Weight:
339.53
Beilstein/REAXYS Number:
3599663
EC Number:
251-068-5
MDL number:
MFCD00011637
UNSPSC Code:
12352100
PubChem Substance ID:
57653204
NACRES:
NA.21

grade

puriss.

Quality Level

200

assay

≥99.0% (T)

form

crystals

mp

169-173 °C

solubility

H2O: soluble 10 % (w/v), clear, colorless

functional group

amine

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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General description

Tetrabutylammonium bisulfate, a quaternary ammonium salt, is a phase-transfer reagent.

Application

Tetrabutylammonium bisulfate may be employed in the following studies:
  • As a catalyst during the synthesis of β-amino alcohols and 1,2-diols.
  • As a phase transfer catalyst for the synthesis of asymmetrical ethers.
  • To compose the mobile phase for use in high performance liquid chromatographic (HPLC) analysis.

pictograms

CorrosionExclamation mark
GHS05,GHS07

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

348.1 °F - closed cup

flash_point_c

175.6 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3084V
BCCM2154
BCCM2600
WXBF4453V
WXBF1166V

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Erythrocytic adenosine monophosphate as an alternative purine source in Plasmodium falciparum.
Cassera MB, et al.
The Journal of Biological Chemistry, 283(47), 32889-32899 (2008)
Phase-transfer synthesis of monoalkyl ethers of oligoethylene glycols.
Gibson T.
The Journal of Organic Chemistry, 45(6), 1095-1098 (1980)
Polyesters bearing furan moieties: IV. Solution and interfacial polycondensation of 2, 2'-bis (5-chloroformyl-2-furyl) propane with various diols and bisphenols.
Gharbi S, et al.
European Polymer Journal, 36(3), 463-472 (2000)
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
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