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464635

Sigma-Aldrich

Trifluoromethanesulfonimide

≥95.0% (19F-NMR)

Synonym(s):

Bis(trifluoromethanesulfonyl)amine

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About This Item

Linear Formula:
(CF3SO2)2NH
Molecular Weight:
281.15
Beilstein:
4754101
MDL number:
MFCD00214154
UNSPSC Code:
12352100
PubChem Substance ID:
24870201
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥95.0% (19F-NMR)

form

solid

bp

90-91 °C (lit.)

mp

46-57 °C (lit.)

functional group

fluoro

SMILES string

FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F

InChI

1S/C2HF6NO4S2/c3-1(4,5)14(10,11)9-15(12,13)2(6,7)8/h9H

InChI key

ZXMGHDIOOHOAAE-UHFFFAOYSA-N

Related Categories

General description

Trifluoromethanesulfonimide is a promising Bronsted acid catalyst and is superior to scandium triflate in catalytic action.[1]

Application

Trifluoromethanesulfonimide may be used as a catalyst for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles.[2]

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H318,H412

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2431
BCCK0956
BCCH2371
MKCS0731
BCCD2542

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Trifluoromethanesulfonimide catalysed synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles using glycerol as green solvent at room temperature.
Wang H, et al.
J. Chem. Res. (M), 40(9), 570-572 (2016)
Practical Synthesis of (?)-a-Tocopherol. Trifluoromethanesulfonimide as an Extremely Active Br?nsted Acid Catalyst for the Condensation of Trimethylhydroquinone with Isophytol.
Ishihara K, et al.
Synlett, 11, 1045-1046 (1996)
Youngbum Kim et al.
Nanoscale, 10(18), 8851-8858 (2018-05-02)
The exciton-dominated light emission of two-dimensional (2D) semiconductors is determined largely by the doping state and the formation of defects. Extensive studies have shown that chemical treatment critically modifies the doping state and defect state of chemical vapor deposition (CVD)-grown

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    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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