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11268

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
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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.[1]
  • As a precipitant for synthesizing Cu/ZnO catalysts via coprecipitation method.[2]
  • As an alternative to the traditional phase-transfer system in [18F]radiofluorinations for preventing microreactor blockages.[3]
  • To promote carboxylation of secondary carboxamides bearing a leaving group at the α-position in the synthesis of oxazolidine-2,4-diones.[4]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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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
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)
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)

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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