Tetrachlorodinitroethane

Tetrachlorodinitroethane
Names
Preferred IUPAC name
1,1,2,2-Tetrachloro-1,2-dinitroethane
Other names
Tetrachlordinitroethane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2Cl4N2O4/c3-1(4,7(9)10)2(5,6)8(11)12
    Key: VDUMCAJVLOJOCK-UHFFFAOYSA-N
  • C(C([N+](=O)[O-])(Cl)Cl)([N+](=O)[O-])(Cl)Cl
Properties
C2Cl4N2O4
Molar mass 257.83 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Tetrachlorodinitroethane is a chlorinated nitroalkane produced by nitration of tetrachloroethylene with dinitrogen tetroxide or fuming nitric acid.[1][2][3] It's a powerful lachrymatory agent and pulmonary agent that is six times more toxic than chloropicrin.[3] Tetrachlorodinitroethane may be used as a fumigant.[4]

  1. ^ Argo, W. L.; James, E. M.; Donnelly, J. L. (November 1919). "Tetrachlordinitroethane". The Journal of Physical Chemistry. 23 (8): 578–585. doi:10.1021/j150197a004.
  2. ^ Burrows, Ronald Bertram; Hunter, Louis (1932). "176. The nitration of halogenoethylenes". Journal of the Chemical Society (Resumed): 1357. doi:10.1039/JR9320001357.
  3. ^ a b Sartori, Mario (1939). The War Gases. New York: D. Van. Nostrand Co. p. 174.
  4. ^ "Toxic agent". US3769354A.