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155837

Sigma-Aldrich

Tetrabutylammonium hydrogensulfate

97%

Synonym(s):
Tetrabutylammonium bisulfate
Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
Molecular Weight:
339.53
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.21

Quality Level

assay

97%

mp

169-171 °C (lit.)

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 hydrogensulfate is an ammonium salt. It serves as solvent for the dissolution of ruthenium(II) complex fac-[Ru(CO)2(H2O)3(C(O)C2H5)][CF3SO3]. It participates as a cocatalyst in the reaction medium for the preparation of alternating polyketones and propionic acid.

Application

Tetrabutylammonium hydrogensulfate may be employed as a catalyst for the green synthesis of glycosyl 1,4-dihydropyridines.
Tetrabutylammonium hydrogensulfate can serve as ion-pairing agent in the determination of the following using gas chromatography(GC) method :
  • linear alkylbenzenesulfonates(LASs)
  • acidic herbicides
Tetrabutylammonium hydrogensulfate may be employed as a catalyst for the green synthesis of glycosyl 1,4-dihydropyridines.

Packaging

25, 100 g in poly bottle
1 kg in poly bottle

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Pictograms

CorrosionExclamation mark

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 Germany

WGK 2

Flash Point(F)

348.1 °F - closed cup

Flash Point(C)

175.6 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Environmental and bioanalytical applications of hollow fiber membrane liquid-phase microextraction: a review
Lee J, et al.
Analytica Chimica Acta, 624(2), 253-268 (2008)
Derivatization and solid-phase microextraction
Stashenko.EE and Martinez.RJ
TrAC, Trends in Analytical Chemistry, 23(8), 553-561 (2004)
Tetrabutylammonium hydrogen sulfate catalyzed eco-friendly and efficient synthesis of glycosyl 1, 4-dihydropyridines.
Tewari N, et al.
Tetrahedron Letters, 45(49), 9011-9014 (2004)
Hydrocarboxylation and stepwise alternating oligomerization of carbon monoxide and ethylene catalyzed by cis-[Rh(CO)2(amine)2](PF6) complexes in a wet liquid tetrabutylammonium hydrogensulfate.
Pardey AJ, et al.
Polyhedron, 23(10), 1677-1683 (2004)
New media in homogeneous catalysis: wet sodium or tetrabutylammonium hydrogensulfate salts for reppe syntheses catalyzed by a ru (ii) carbonyl complex.
Pardey AJ, et al.
Journal of Coordination Chemistry, 57(10), 871-882 (2004)

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