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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:
17351-61-0
Molecular Weight:
191.27
MDL number:
MFCD08277046
UNSPSC Code:
12352116
PubChem Substance ID:
329749344
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
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
Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2, 4-diones.
Cesa S, et al.
Tetrahedron, 55(1), 193-200 (1999)
Jae-Ung Lee et al.
Physical chemistry chemical physics : PCCP, 22(9), 5057-5069 (2020-02-20)
Graph theory-based reaction pathway searches (ACE-Reaction program) and density functional theory calculations were performed to shed light on the mechanisms for the production of [an + H]+, xn+, yn+, zn+, and [yn + 2H]+ fragments formed in free radical-initiated peptide
Evaluation of tetraethylammonium bicarbonate as a phase-transfer agent in the formation of [18F] fluoroarenes.
Reed CD, et al.
Journal of Fluorine Chemistry, 143(4), 231-237 (2012)
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