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AbstractElectron impact mass spectrometry of a range of amidines (R′NC(R)NHR′) including formamidines, acetamidines, benzamidines and tert‐butylamidine, has been undertaken, and comparisons made of the fragmentation pathways followed by the different families of compounds. Fragmentation of all the molecular ions is characterized by skeletal carbon‐nitrogen bond cleavage to form [R′NCR]+ and [R′NH]+ fragments, both of which are observed. For formamidines (RH), the positive charge remains with the [R′NH]+ fragment which leads to the base peak at m/z93 corresponding to [R′NH2]+˙. In contrast, for acetamidines and benzamidines the charge prefers to remain with the [R′NCR]+ fragment which gives the base peak for these compounds. The spectra of unsubstituted amidines (HNC(R)NH2) are characterized by cleavage of the carbon substituent from the NCN skeleton, [CN2H3]+ (m/z 43) being produced in all cases.
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