Excision of CN(-) and OCN(-) from acetamide and some amide derivatives triggered by low energy electrons.

Low energy electron attachment to acetamide and some of its derivatives shows unique features in that the unimolecular reactions of the transient anions are remarkably complex, involving multiple bond cleavages and the formation of new molecules. Each of the three compounds acetamide (CH(3)C(O)NH(2)), glycolamide (CH(2)OHC(O)NH(2)) and cyanoacetamide (CH(2)CNC(O)NH(2)) shows a pronounced resonance located near 2 eV and decomposing into CN(-) along a concerted reaction forming a neutral H(2)O molecule and the corresponding radical (methyl and methoxy). From glycolamide an additional reaction pathway resulting in the loss of water is operative, in this case generating two fragments and observable via the complementary anion (M-H(2)O)(-).