ABSTRACT

The molecular ion (m/z 150) readily loses a methyl radical (M-15, m/z 135) and a fragment of 28 mass units (M-28, m/z 107), probably carbon monoxide or ethylene. The absorptions at 1678 cm–1 (intense) and 1617 cm–1 in the infrared spectrum indicate that both losses are possible, and from the frequency of the C=O stretching, it could be suggested that the carbonyl group is conjugated with a C=C moiety. Considering the presence of an oxygen atom, the rule of thirteen provides a molecular formula of C10H14O, which would correspond to a structure with 4 double bond equivalents.