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Sigma-Aldrich

Tetraethylammonium bicarbonate

≥95.0% (T)

Synonym(s):

Tetraethylammonium hydrogen carbonate

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About This Item

Linear Formula:
(CH3CH2)4N(HCO3)
CAS Number:
Molecular Weight:
191.27
MDL number:
UNSPSC Code:
12352116
PubChem Substance ID:
NACRES:
NA.22

assay

≥95.0% (T)

form

solid

SMILES string

OC([O-])=O.CC[N+](CC)(CC)CC

InChI

1S/C8H20N.CH2O3/c1-5-9(6-2,7-3)8-4;2-1(3)4/h5-8H2,1-4H3;(H2,2,3,4)/q+1;/p-1

InChI key

XUBMPLUQNSSFHO-UHFFFAOYSA-M

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Application

Tetraethylammonium bicarbonate is used:
  • In the synthesis of carbamate esters from amines.
  • As a precipitant for synthesizing Cu/ZnO catalysts via coprecipitation method.
  • As an alternative to the traditional phase-transfer system in [18F]radiofluorinations for preventing microreactor blockages.
  • To promote carboxylation of secondary carboxamides bearing a leaving group at the α-position in the synthesis of oxazolidine-2,4-diones.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Ying Fu et al.
Journal of proteomics, 130, 108-119 (2015-09-19)
Powdery mildew (Pm), caused by Blumeria graminis f. sp. tritici (Bgt), is one of the most important crop diseases, causing severe economic losses to wheat production worldwide. However, there are few reports about the proteomic response to Bgt infection in
A convenient method for the synthesis of carbamate esters from amines and tetraethylammonium hydrogen carbonate.
Inesi A, et al.
The Journal of Organic Chemistry, 63(4), 1337-1338 (1998)
Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2, 4-diones.
Cesa S, et al.
Tetrahedron, 55(1), 193-200 (1999)
Monica M Schroll et al.
Journal of the American Society for Mass Spectrometry, 29(10), 2012-2022 (2018-07-19)
Short-term glucose starvation prior to chemotherapy has the potential to preferentially weaken cancer cells, making them more likely to succumb to treatment, while protecting normal cells. In this study, we used 3D cell cultures of colorectal cancer and assessed the
Use of tetraethylammonium bicarbonate as a precipitation agent on the preparation of coprecipitated Cu/ZnO catalysts.
Jeong C, et al.
Applied Catalysis A: General, 541(4), 35-41 (2017)

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