Tetrachlorodinitroethane

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Tetrachlorodinitroethane
File:1,1,2,2-Tetrachloro-1,2-dinitroethane.svg
Names
Preferred IUPAC name
1,1,2,2-Tetrachloro-1,2-dinitroethane
Other names
Tetrachlordinitroethane
Identifiers
3D model (JSmol)
ChemSpider
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  • 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]

Tetrachlorodinitroethane was discovered by Hermann Kolbe in 1869 by reacting tetrachloroethylene and dinitrogen tetroxide.[5]

See also

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References

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  5. ^ Hermann Kolbe (1869), Ueber Chlorkohlenstoffe, Berichte der Deutschen Chemischen Gesellschaft, "Berichte+der+Deutschen+Chemischen+Gesellschaft"+1869+kolbe&pg=PA629&printsec=frontcover