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Merck
CN

11268

Tetraethylammonium bicarbonate

≥95.0% (T), solid

Synonym(s):

Tetraethylammonium hydrogen carbonate

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About This Item

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

Tetraethylammonium bicarbonate, 90.0-110.0% (T)

Quality Level

assay

90.0-110.0% (T)

form

solid

reaction suitability

core: ammonium

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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



Global Trade Item Number

SKUGTIN
307807-500G04061826673898
636967-250G04061833607107
594849-25G04061832643984
636967-25G04061832723310
307807-100G04061826673881
11268-25G-F04061833365960