78175

Sigma-Aldrich

N-Phenyl-bis(trifluoromethanesulfonimide)

≥98.0% (HPLC)

Synonym(s):
1,1,1-Trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide, Phenyl triflimide, N-Phenyl-trifluoromethanesulfonimide, NSC 240874, N,N-Bis(trifluoromethylsulfonyl)aniline
Linear Formula:
C6H5N(SO2CF3)2
CAS Number:
Molecular Weight:
357.25
Beilstein/REAXYS Number:
1269141
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0% (HPLC)

mp

100-102 °C (lit.)
100-102 °C

SMILES string

FC(F)(F)S(=O)(=O)N(c1ccccc1)S(=O)(=O)C(F)(F)F

InChI

1S/C8H5F6NO4S2/c9-7(10,11)20(16,17)15(6-4-2-1-3-5-6)21(18,19)8(12,13)14/h1-5H

InChI key

DIOHEXPTUTVCNX-UHFFFAOYSA-N

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Application

Acts as a transparent strong electron-withdrawing p-type dopant in carbon nanotubes

Reactant for:
Synthesis of amphoteric alpha-boryl aldehydes
Enantioselective synthesis of core ring skeleton of leucosceptroids A-D
Stereoselective synthesis of monoamine reuptake inhibitor NS9544 acetate
Stereoselective sulfoxidation

Packaging

5, 25, 50 g in glass bottle

Other Notes

Stable, crystalline and easy-to-handle triflating agent, useful for the triflation of phenols and amines (especially aliphatic secondary amines; aromatic secondary amines do not react); For the preparation of triflones; For the preparation of enol triflates from ketones

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
J.B. Hendrickson et al.
Tetrahedron, 31, 2517-2517 (1975)
W.J. Scott et al.
Accounts of Chemical Research, 21, 47-47 (1988)
J.B. Hendrickson et al.
The Journal of Organic Chemistry, 42, 3875-3875 (1977)

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