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Additional recommended knowledge
TCNE is often used as an electron acceptor. Cyano groups have low energy π* orbitals, and the presence of four such groups, with their π systems linked (conjugated) to the central C=C double bond, gives rise to an excellent acceptor. Thus, treatment of TCNE with iodide salts gives the radical anion:
Because of its planarity and its ability to accept electrons, TCNE has been used to prepare numerous organic superconductors, usually by serving as a single electron oxidant of an organic electron donor. Such charge-transfer salts are sometimes called Bechgaard salt.
Synthesis and reactions
TCNE is prepared from malononitrile
TCNE is a source of HCN and should be handled accordingly.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Tetracyanoethylene". A list of authors is available in Wikipedia.|