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483346

Sigma-Aldrich

三氟甲烷磺酸银

≥99.95% trace metals basis

同義詞:

AgOTf, 三氟甲磺酸 银盐, 三氟甲磺酸银

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About This Item

線性公式:
CF3SO3Ag
CAS號碼:
分子量::
256.94
Beilstein:
3598402
EC號碼:
MDL號碼:
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22
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品質等級

化驗

≥99.95% trace metals basis

反應適用性

core: silver
reagent type: catalyst

mp

286 °C (lit.)

SMILES 字串

[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 密鑰

QRUBYZBWAOOHSV-UHFFFAOYSA-M

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應用

  • 三氟甲磺酸银 (AgOTf) 是一种将烷基、酰基和磺酰基卤化物转化为相应的三氟甲磺酸酯的反应性三氟甲磺酸酯。[1][2]
  • 它是一种高度合适的亲电试剂,可引发取代的 5-己烯-1-炔-3-醇的乙酰基氧-Cope 重排,合成相应的 α,δ-二乙基醛。[3]
  • 也可用于氨基烯酮的非对映选择性环化反应,其中非对映选择性取决于 Ag (I) 浓度。[4]

象形圖

Corrosion

訊號詞

Danger

危險聲明

危險分類

Eye Dam. 1 - Skin Irrit. 2

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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分析證明 (COA)

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存取文件庫

Silver mediated acetylenic oxy cope rearrangement.
Bluthe N, et al.
Tetrahedron, 42(5), 1333-1344 (1986)
Perfluoroalkanesulfonic esters: methods of preparation and applications in organic chemistry.
Stang P J, et al.
Synthesis, 1982(02), 85-126 (1982)
Asymmetric synthesis via electrophile-mediated cyclisations.
Fox D N and Gallagher T
Tetrahedron, 46(13-14), 4697-4710 (1990)
Trifluoromethanesulfonic?Carboxylic Anhydrides, Highly Active Acylating Agents.
Effenberger F and Epple G
Angewandte Chemie (International Edition in English), 11(4), 299-300 (1972)
Gang Liu et al.
Chemical communications (Cambridge, England), 48(56), 7049-7051 (2012-06-12)
An unexpected silver triflate-catalyzed tandem reaction of N'-(2-alkynylbenzylidene)hydrazide with ketene through 6-endo-cyclization, [3+2] cycloaddition and rearrangement is reported. This reaction proceeds efficiently to generate the molecular complexity with the formation of four bonds in a one-pot procedure.

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/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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