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MilliporeSigma

176435

Sigma-Aldrich

Silver trifluoromethanesulfonate

≥99%

Sinónimos:

Silver triflate, Trifluoromethanesulfonic acid silver salt

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1 G
$38.27
10 G
$113.40
25 G
$230.00
100 G
$317.10

$38.27

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1 G
$38.27
10 G
$113.40
25 G
$230.00
100 G
$317.10

About This Item

Fórmula lineal:
CF3SO3Ag
Número de CAS:
Peso molecular:
256.94
Beilstein:
3598402
Número CE:
Número MDL:
Código UNSPSC:
12161600
ID de la sustancia en PubChem:
NACRES:
NA.22

$38.27

Precio de catálogo$41.60Ahorre 8 %
Web-Only Promotion

Disponible para envío el23 de abril de 2025Detalles


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Nivel de calidad

Ensayo

≥99%

Formulario

powder

idoneidad de la reacción

core: silver
reagent type: catalyst

mp

286 °C (lit.)

cadena SMILES

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

InChI

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

Clave InChI

QRUBYZBWAOOHSV-UHFFFAOYSA-M

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Aplicación

Silver trifluoromethanesulfonate is a reactive triflating agent and source of soluble silver ions useful for formation of electrophilic onium species, and promotion of Friedel-Crafts, nucleophile alkene cyclization, and esterification reactions.
It can also be used:
  • To obtain olefins from secondary phosphates and thiophosphates.[1]
  • As a reagent in the etherification of alcohols with primary alkyl halides under mild conditions.[2]
  • To generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes.[3]
  • As a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.[4]

Pictogramas

Corrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Dam. 1 - Skin Irrit. 2

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Minoru Hayashi et al.
The Journal of organic chemistry, 71(24), 9248-9251 (2006-11-18)
A novel rhodium-catalyzed hydrophosphination of alkynes using a silylphosphine as a phosphino group source is described. A variety of alkynes, both terminal and internal ones with aryl, alkyl, and carboxyl groups, gave the corresponding alkenylphosphines in a highly regioselective and
Chemical Communications (Cambridge, England), 1359-1359 (2006)
New synthetic methods for olefins from secondary phosphates and thiophosphates
Shimagaki M, et al.
Tetrahedron Letters, 36, 719-719 (1995)
A mild procedure for etherification of alcohols with primary alkyl halides in the presence of silver triflate
Burk RM, et al.
Tetrahedron Letters, 35, 8111-8111 (1994)
Simbarashe Ngwerume et al.
The Journal of organic chemistry, 78(3), 920-934 (2012-12-29)
A novel gold-catalyzed method for the regioselective synthesis of highly substituted pyrroles directly from oximes and alkynes was developed via independent optimization of two key steps of the process. Importantly, a cationic gold(I) species was shown to activate multiple steps

Artículos

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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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