Trifluoromethyl benzoate

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem CID
Reaxys RN
Phenyl trifluoroacetate, Benzoyl triflate, Benzoesaeuretrifluormethylester, TFBz
Trifluoromethoxylating reagents
KUMI3F55
1035797-66-0
 
18977923
2502741
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
Trifluoromethyl benzoate
C8H5F3O2
190.12
≥98%(HPLC)
Colorless Clear Liquid
>205ºC
5g,10g,25g,50g,100g and 500g
Store at room temperature
Trifluoromethyl benzoate (Phenyl trifluoroacetate, Benzoyl triflate, Benzoesaeuretrifluormethylester, TFBz) is a new, easily-prepared, shelf-stable and versatile reagent for nucleophilic trifluoromethoxylation reaction with broad scope of substrates. Its synthetic potency is demonstrated by trifluoromethoxylation-halogenation of arynes, nucleophilic substitution of alkyl (pseudo)halides, cross-coupling with aryl stannanes, and asymmetric difunctionalization of alkenes. etc.. The unprecedented trifluoromethoxylation-halogenation of arynes proceeds smoothly at room temperature with the aid of a crown ether-complexed potassium cation, which significantly stabilize the trifluoromethoxide anion derived from TFBz.
Syntheses of bicyclic 1,2-diols via the ring-expansion of bridgehead aldehydes of bicyclo[3.2.1]octane and bicyclononanes with benzoyl triflate. [1]
Oxidative Addition of Aryl and Benzyl Trifluoroacetates to Zerovalent Palladium Complexes with Two Modes of C–O Bond Cleavage Processes. [2]
A deeper insight into direct trifluoromethoxylation with trifluoromethyl triflate. [3]
Trifluoromethyl Benzoate (TFBz): A Versatile Trifluoromethoxylation Reagent. [4]
Cheap and Versatile Reagent For Making Trifluoromethyl Ethers. [5]
References:
[1] K.Takeuchi, et al, Tetrahedron, 1988, 44(18), pp 5681-5694.
[2] K.Nagayama, et al, Bull. Chem. Soc. Jpn., 1999, 72(4), pp 799-803.
[3] O.Marrec. et al, J. F. Chem., 2010, 131(2), pp 200-207.
[4] M.Zhou, et al, J. Am. Chem. Soc., 2018, 140(22), pp1801-1805.
[5] Chemistry/Views.Org., 29 May, 2018.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319,H335
P261,P305+P351+P338

NONH for all modes of transport

1. Product specification
2. Safety Data Sheet
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