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Updated: Aug 12, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
1,2-Bis(N-fluoro-p-toluenesulfonamido)ethane chloroform solvate
K Ardeshir1, R E Banks, M K Besheesh
1Chemistry Department, Bu-Ali Sina University, Hamadan, Iran.
Abstract:
The title compound, N,N'-difluoro-N,N'-ethylenedi-p-toluenesulfonamide, C(16)H(18)F(2)N(2)O(4)S(2).CHCl(3), is a novel stable compound of the N-F class of reagents containing two R(2)N-F functionalities. The compound, as the chloroform solvate, is the first such bis(N-F) compound to be structurally characterized. It adopts a solid-state structure in which the two aromatic rings are antiperiplanar and a combination of weak C-H...F and C-H...O hydrogen bonds [distances and angles range from 3.265 (4) to 3.439 (4) A and 150 to 170 degrees, respectively] and pi-stacking between the rings of different molecules (separations of 3.717 and 3.926 A) results in a solid-state structure containing well defined channels in which CHCl(3) solvent molecules are located. The N-F distances are 1.428 (3) and 1.433 (3) A.
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