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Sigma-Aldrich

Sodium trifluoromethanesulfonate

98%

Sinônimo(s):

Sodium triflate, Trifluoromethanesulfonic acid sodium salt

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About This Item

Fórmula linear:
CF3SO3Na
Número CAS:
Peso molecular:
172.06
Beilstein:
3728797
Número MDL:
Código UNSPSC:
12352302
ID de substância PubChem:
NACRES:
NA.22
Ensaio:
98%
Formulário:
solid
Preço e disponibilidade não estão disponíveis no momento.

Nível de qualidade

Ensaio

98%

Formulário

solid

pf

253-255 °C (lit.)

grupo funcional

fluoro
triflate

cadeia de caracteres SMILES

[Na+].[O-]S(=O)(=O)C(F)(F)F

InChI

1S/CHF3O3S.Na/c2-1(3,4)8(5,6)7;/h(H,5,6,7);/q;+1/p-1

chave InChI

XGPOMXSYOKFBHS-UHFFFAOYSA-M

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Descrição geral

Sodium trifluoromethanesulfonate (Sodium triflate or NaOTf) is an efficient catalyst as well as a reagent in many organic reactions. The prominent application includes catalytic asymmetric Mannich-type reactions, Mannich-type reactions in water, and Diels-Alder reactions.[1]It is also used as an electrolyte in batteries.[2]

Aplicação

Sodium trifluoromethanesulfonate can be employed as a reagent for the preparation of:
  • Aryl fluorides via silver-catalyzed fluorination of arylstannanes.[3]
  • Ionic liquids such as N, N -dialkylpyrrolidinium triflate, N,N-dialkylimidazolium triflate, and N-alkylpyridinium triflate.[1]

It can be also used as supporting electrolyte in electrochemical O-glycosylation of primary alcohols with O-protected thioglycosides.[4]

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Chenjuan Liu et al.
ACS applied materials & interfaces, 10(16), 13534-13541 (2018-04-05)
Na-O2 batteries are regarded as promising candidates for energy storage. They have higher energy efficiency, rate capability, and chemical reversibility than Li-O2 batteries; in addition, sodium is cheaper and more abundant compared to lithium. However, inconsistent observations and instability of
Sodium 1, 1, 1-Trifluoromethanesulfonate
Surya PGK and Mathew T
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 132(34), 12150-12154 (2001)
Silver-catalyzed late-stage fluorination
Tang P, et al.
Journal of the American Chemical Society, 132(34), 12150-12154 (2010)
Bing Sun et al.
Advanced materials (Deerfield Beach, Fla.), 29(48) (2017-04-05)
As a new family member of room-temperature aprotic metal-O
Studies on ionic liquid based nanocomposite gel polymer electrolyte and its application in sodium battery
K Mishra, et al.
Materials Science and Engineering, B, 267, 115098-115098 (2021)

Questions

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  1. 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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  2. 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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