Tetramethylammonium trifluoromethylselenate

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Tetramethylazanium;trifluoromethaneselenolate, (Me4N)SeCF3
Trifluoromethylselenolating Reagents
KUMI3F54
75264-92-5
 
11241514
6007036
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Packaging
Storage
Tetramethylammonium trifluoromethylselenate
C5H12F3NSe
222.12
≥98.0%
Colorless to White Solid
215-217ºC
5g,10g,50g,100g and 500g
Store at room temperature
Tetramethylammonium trifluoromethylselenate((Me4N)SeCF3) is a one-pot procedure,beach-stable,operationally simple and highly selective nucleophilic reagent for trifluoromethylselenolated compounds. It can used as a direct trifluoromethylselenolation source to react at room temperature with various substrates, such as (hetero)aromatic amines,terminal alkynes,aryl bronic acids drivatives,(hetero)aryl halides, and α-diazo esters, etc..
Stable trifluoromethylselenates(0), [A]SeCF3—synthesis, characterizations and properties. [1]
Copper catalyzed oxidative coupling reactions for trifluoromethylselenolations – synthesis of R-SeCF3 compounds using air stable tetramethylammonium trifluoromethylselenate. [2]
Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper. [3]
Trifluoromethylthiolation and Trifluoromethylselenolation of α-Diazo Esters Catalyzed by Copper. [4]
Expeditious trifluoromethylthiolation and trifluoromethylselenolation of alkynyl(phenyl)iodoniums by [XCF3] (X = S, Se) anions. [5]
Nickel-Catalyzed Trifluoromethylselenolation of Aryl Halides Using the Readily Available [Me4N][SeCF3] Salt. [6]
Divergent Reactivity of a Dinuclear (NHC)Nickel(I) Catalyst versus Nickel(0) Enables Chemoselective Trifluoromethylselenolation. [7]
Copper-catalyzed synthesis of 2,2-difluoro-1,3-benzoxathioles(selenoles) and their insecticidal activities: the selenium effect. [8]
Catalyst- and Additive-Free Trifluoromethylselenolation with [Me4N][SeCF3]. [9]
References:
[1] W.Tyrra, et al, J. F. Chem., 2003, 123(2), pp 183-187.
[2] Q. Lefebvre, et al, Chem. Commun., 2015, 51, pp 4394-4397.
[3] C. Matheis, et al, Chem. Eur. J., 2016,22(1), pp 79-82.
[4] C. Matheis, et al, Chem. Eur. J., 2016, 35(22), pp 11270-12273.
[5] W. Fang, et al, Org. Biomol, Chem., 2016, 14(48),  pp 11502-11509.
[6] J.B. Han, et al, Org. Lett., 2017, 19(14), pp 3919-3922.
[7] A.B. Dürr, et al, Angew. Chem. Int. Ed., 2017, 56(43), pp 13431-13435.
[8] M.Zhang, et al, Org. Biomol. Chem., 2018, 16, pp 4558-4562.
[9] T.Dong, et al, ACS Sustainable Chem. Eng., 2018, 6(1), pp 1327-1335.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319,H335
P261,P264,P271,P280,P305+P351+P338

NONH for all modes of transport

1. Product Specification
2. Safety Data Sheet
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