11268

Sigma-Aldrich

Tetraethylammonium bicarbonate

≥95.0% (T)

Synonym(s):
Tetraethylammonium hydrogen carbonate
Linear Formula:
(CH3CH2)4N(HCO3)
CAS Number:
Molecular Weight:
191.27
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

≥95.0% (T)

SMILES string

OC(O-)=O.CCN+(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 18Fradiofluorinations 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.

Packaging

25 g in poly bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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)
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)
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...
Tetraethylammonium hydrogen carbonate in organic synthesis: Synthesis of oxazolidine-2, 4-diones.
Cesa S, et al.
Tetrahedron, 55(1), 193-200 (1999)
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)

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