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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:
3599663
EC Number:
251-068-5
MDL number:
MFCD00011637
UNSPSC Code:
12352100
PubChem Substance ID:
57653204
NACRES:
NA.21
form:
crystals
solubility:
H2O: soluble 10 % (w/v), clear, colorless
Pricing and availability is not currently available.

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.[1]

Application

Tetrabutylammonium bisulfate may be employed in the following studies:
  • As a catalyst during the synthesis of β-amino alcohols and 1,2-diols.[2]
  • As a phase transfer catalyst for the synthesis of asymmetrical ethers.[3]
  • To compose the mobile phase for use in high performance liquid chromatographic (HPLC) analysis.[4]

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

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3084V
BCCM2600
BCCM2154
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)
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)
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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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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