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176435

Silver trifluoromethanesulfonate

≥99%, powder

Synonym(s):

Silver triflate, Trifluoromethanesulfonic acid silver salt

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1 g
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$45.20
10 g
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$137.00
25 g
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$267.00
100 g
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$483.00

About This Item

Linear Formula:
CF3SO3Ag
CAS Number:
Molecular Weight:
256.94
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
220-882-2
MDL number:
Beilstein/REAXYS Number:
3598402

$45.20


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Product Name

Silver trifluoromethanesulfonate, ≥99%

Quality Segment

assay

≥99%

form

powder

reaction suitability

core: silver, reagent type: catalyst

mp

286 °C (lit.)

SMILES string

[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

InChI key

QRUBYZBWAOOHSV-UHFFFAOYSA-M

Application

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.
  • As a reagent in the etherification of alcohols with primary alkyl halides under mild conditions.
  • To generate cationic rhodium catalysts from chlororhodium complexes for the hydrophosphination of acetylenes.[1]
  • As a catalyst for the preparation of silyl ethers by hydrosilylation of aldehydes.

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This Item
483346668001550256
reaction suitability

core: silver, reagent type: catalyst

reaction suitability

core: silver, reagent type: catalyst

reaction suitability

core: silver, reagent type: catalyst

reaction suitability

core: silver, reagent type: catalyst

assay

≥99%

assay

≥99.95% trace metals basis

assay

97%

assay

-

form

powder

form

-

form

solid

form

solid

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

286 °C (lit.)

mp

286 °C (lit.)

mp

248.8 °C

mp

252-256 °C (lit.)


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–2 of 2 Questions  
  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/418/501/product-dating-information-06-25-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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