Bis(trifluoromethanesulfonyl)aniline

Bis(trifluoromethanesulfonyl)aniline is the organic compound with the formula C₆H₅N(SO₂CF₃)₂.[1] It is a white solid. The compound is use to install the triflyl group (SO₂CF₃). Its behavior is akin to that of triflic anhydride, but milder.

Bis(trifluoromethanesulfonyl)aniline

Names
Other names Phenyl triflimide
Identifiers
CAS Number	37595-74-7
3D model (JSmol)	Interactive image
Beilstein Reference	1269141
ChemSpider	125415
ECHA InfoCard	100.116.996
EC Number	609-445-0
PubChem CID	142176
UNII	TIC0LRR43X
CompTox Dashboard (EPA)	DTXSID70191030
InChI 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 Key: DIOHEXPTUTVCNX-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
Properties
Chemical formula	C8H5F6NO4S2
Molar mass	357.24 g·mol^−1
Appearance	White solid
Melting point	95–96 °C (203–205 °F; 368–369 K)
Boiling point	305 °C (581 °F; 578 K)
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Comins' reagent, a related triflating reagent.

References

1. Zeller, Wayne E.; Schwörer, Ralf (2009). "N-Phenyltrifluoromethanesulfonimide". e-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp142.pub2.