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MilliporeSigma

638455

Sigma-Aldrich

Trifluoromethanesulfonamide

95%

Synonym(s):

1,1,1-Trifluoromethanesulfonamide, Trifluoromethylsulfonamide

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About This Item

Linear Formula:
CF3SO2NH2
CAS Number:
Molecular Weight:
149.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

95%

form

solid

mp

120-124 °C (lit.)

functional group

fluoro

SMILES string

NS(=O)(=O)C(F)(F)F

InChI

1S/CH2F3NO2S/c2-1(3,4)8(5,6)7/h(H2,5,6,7)

Inchi Key

KAKQVSNHTBLJCH-UHFFFAOYSA-N

Gene Information

human ... CA2(760)

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This Item
762350753122464635
assay

95%

assay

≥95%

assay

95%

assay

≥95.0% (19F-NMR)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

solid

form

solid

form

powder

form

solid

mp

120-124 °C (lit.)

mp

198-203 °C

mp

>300 °C

mp

46-57 °C (lit.)

functional group

fluoro

functional group

-

functional group

-

functional group

fluoro

Gene Information

human ... CA2(760)

Gene Information

-

Gene Information

-

Gene Information

-

Application

Trifluoromethanesulfonamide can undergo reaction with paraformaldehyde either in sulfuric acid to give the corresponding open chain and cyclic condensation products[1] or in ethyl acetate to give the corresponding oxy-methylated products.[2]

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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"Oxymethylation of trifluoromethanesulfonamide with paraformaldehyde in ethyl acetate"
Meshcheryakov.I.V, et al.
Russ. J. Org. Chem., 44(02), 311-316 (2008)
C J Lynch et al.
The Biochemical journal, 310 ( Pt 1), 197-202 (1995-08-15)
The role of carbonic anhydrase in de novo lipid synthesis was examined by measuring [1-14C]acetate incorporation into total lipids, fatty acids and non-saponifiable lipids in freshly isolated rat hepatocytes. Two carbonic anhydrase inhibitors, trifluoromethylsulphonamide (TFMS) and ethoxozolamide (ETZ) decreased incorporation
"Cascade transformations of trifluoromethanesulfonamide in reaction with formaldehyde"
Meshcheryakov.I.V, et al.
Russ. J. Org. Chem., 41(09), 1381-1386 (2005)
Marine Soulié et al.
Physical chemistry chemical physics : PCCP, 18(43), 29999-30008 (2016-11-03)
The arrangement of an ionic fluorophore in the crystalline state was regulated by the presence of various counter-ions and the effect on spectroscopic and self-association properties was studied. To do so, nine salts of berberine (i.e. a fluorescent natural alkaloid)
Hitoshi Nakayama et al.
Chemical & pharmaceutical bulletin, 59(8), 1069-1072 (2011-08-02)
N-[2-(2,4-Difluorophenoxy)trifluoromethyl-3-pyridyl]sulfonamide derivatives 3-6 were prepared by the reaction of 3-pyridylamines and sulfonyl chlorides. Inhibitory activities of these compounds toward secretory phospholipase A₂ (sPLA₂) were examined and N-[2-(2,4-difluorophenoxy)-5-trifluoromethyl-3-pyridyl]-2-naphthalenesulfonamide (5c) was found to be the most potent against sPLA₂ with an IC₅₀

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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/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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