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Sigma-Aldrich

Tetrabutylammonium hydrogensulfate

97%

Synonym(s):

Tetrabutylammonium bisulfate

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N(HSO4)
CAS Number:
Molecular Weight:
339.53
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
Assay:
97%
form:
solid
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Quality Level

Assay

97%

form

solid

mp

169-171 °C (lit.)

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 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].[1] It participates as a cocatalyst in the reaction medium for the preparation of alternating polyketones and propionic acid.[2]

Application

Tetrabutylammonium hydrogensulfate may be employed as a catalyst for the green synthesis of glycosyl 1,4-dihydropyridines.[3]
Tetrabutylammonium hydrogensulfate may be employed as a catalyst for the green synthesis of glycosyl 1,4-dihydropyridines.[3]
Tetrabutylammonium hydrogensulfate can serve as ion-pairing agent in the determination of the following using gas chromatography(GC) method :
  • linear alkylbenzenesulfonates(LASs)[4]
  • acidic herbicides[5]

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

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

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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)
Derivatization and solid-phase microextraction
Stashenko.EE and Martinez.RJ
TrAC, Trends in Analytical Chemistry, 23(8), 553-561 (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)
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)

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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