Tetramethylammonium (trifluoromethyl)sulfanide

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Tetramethylammonium trifluoromethanethiolate, (Me4N)SCF3
Trifluoromethylating Reagents, N-trifluoromethylating Reagents
KUMI3F25
515823-30-0
MFCD24842708
11229088
9289744
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
Tetramethylammonium (trifluoromethyl)sulfanide
C5H12F3NS
175.22
≥98%
White to Dark brown Solid
210ºC
5g,10g,50g,100g and 500g
Store at room temperature
(Me4N)SCF3 is a versatile,beach-stable,operationally simple and highly selective reagent for various late-stage synthetic applications, such as one-pot synthesis of trifluoromethylated amines and acyl fluorides at room temperature.  It is also reportedly used in a novel route to be a safe reservoir for S=CF2 as a fluorinated surrogate for Thiophosgene, which allows large-scale and late-stage synthetic applications without special reaction control.
Efficient Synthesis of Trifluoromethyl Amines through a Formal Umpolung Strategy from the Bench-Stable Precursor (Me4N)SCF3. [1]
Direct Synthesis of Acyl Fluorides from Carboxylic Acids with the Bench-Stable Solid Reagent (Me4N)SCF3. [2]
Investigation of (Me4N)SCF3 as a Stable, Solid and Safe Reservoir for S=CF2 as a Surrogate for Thiophosgene. [3]
References:
[1] T.Scattolin, et al, Ange. Chem. Int. Ed. Engl., 2017, 56(1), pp 221-224.
[2] T.Scattolin, et al, Org. Lett., 2017, 19(21), pp 5740-5743.
[3] T.Scattolin, et al, Chem. Eur. J., 2018, 24(3), pp 567-571.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319,H335
P261,P264,P271,P280,P305+P351+P338
2930909899
NONH for all modes of transport

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