Skip to Content
Merck
All Photos(1)

Documents

743232

Sigma-Aldrich

Sodium triflinate

≥95.0% (T)

Synonym(s):

Langlois reagent, Sodium trifluoromethanesulfinate, Sodium trifluoromethylsulfinate, Trifluoromethanesulfinic acid sodium salt

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
CF3NaO2S
CAS Number:
Molecular Weight:
156.06
Beilstein:
3723394
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0% (T)

form

powder

reaction suitability

reaction type: C-C Bond Formation

impurities

≤1.0% water (Karl Fischer)

mp

<325 °C

SMILES string

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

InChI

1S/CHF3O2S.Na/c2-1(3,4)7(5)6;/h(H,5,6);/q;+1/p-1

InChI key

KAVUKAXLXGRUCD-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

Sodium triflinate (Langlois reagent) is a trifluoromethylating reagent used to incorporate trifluoromethyl groups onto aromatic and heteroaromatic moieties.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yulia A Konik et al.
Organic & biomolecular chemistry, 15(21), 4635-4643 (2017-05-18)
Tertiary cyclopropanols easily available from carboxylic esters have been used in the synthesis of distally fluorinated ketones. Cyclopropane ring cleavage reactions in methanol with aqueous tert-butyl hydroperoxide in the presence of a copper(ii) acetate catalyst and sodium triflinate (Langlois reagent)
Joachim Demaerel et al.
Ultrasonics sonochemistry, 41, 134-142 (2017-11-16)
Direct sonication by means of ultrasound horns constitutes a widely used technique in chemical process technology. However, the direct contact between the metal probe and the reaction mixture does not always leave the chemical system unaffected. In this report, we
Indrajit Ghosh et al.
Science (New York, N.Y.), 365(6451), 360-366 (2019-07-28)
Photoexcited electron-hole pairs on a semiconductor surface can engage in redox reactions with two different substrates. Similar to conventional electrosynthesis, the primary redox intermediates afford only separate oxidized and reduced products or, more rarely, combine to one addition product. Here
Innate CH trifluoromethylation of heterocycles.
Ji Y, et al.
Proceedings of the National Academy of Sciences of the USA, 108(35), 14411-14415 (2011)
Trifluoromethylation of aromatic compounds with sodium trifluoromethanesulfinate under oxidative conditions.
Langlois B R, et al.
Tetrahedron Letters, 32(51), 7525-7528 (1991)

Articles

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service