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Sigma-Aldrich

Tetrabutylammonium bisulfate

puriss., ≥99.0% (T)

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Synonym(s):
Tetrabutylammonium hydrogen sulfate
Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
32503-27-8
Molecular Weight:
339.53
Beilstein:
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

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

Signal Word

Danger

Hazard Statements

H302,H314,H412

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Phase-transfer synthesis of monoalkyl ethers of oligoethylene glycols.
Gibson T.
The Journal of Organic Chemistry, 45(6), 1095-1098 (1980)
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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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