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 used to install the triflyl group (SO2CF3). Its behavior is akin to that of triflic anhydride, but milder.

Bis(trifluoromethanesulfonyl)­aniline
Names
Preferred IUPAC name
1,1,1-Trifluoro-N-phenyl-N-(trifluoromethanesulfonyl)methanesulfonamide
Other names
Phenyl triflimide
Identifiers
3D model (JSmol)
1269141
ChemSpider
ECHA InfoCard 100.116.996 Edit this at Wikidata
EC Number
  • 609-445-0
UNII
  • 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
  • C1=CC=C(C=C1)N(S(=O)(=O)C(F)(F)F)S(=O)(=O)C(F)(F)F
Properties
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 labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also edit

References edit

  1. ^ Zeller, Wayne E.; Schwörer, Ralf (2009). "N-Phenyltrifluoromethanesulfonimide". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rp142.pub2. ISBN 978-0471936237.