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The gas phase ion chemistry of the simplest known phosphorus ylide, trimethylmethylenephosphorane, has been studied in the mass range m/e=2 - 186 and the pressure range 10 -7 -10 -4  Torr. The most abundant product ion, m/e = 104, (CH 3 ) 2 C 2 H 5 PCH 2  '+  is formed by a methylene group transfer reaction of the molecular ion. Almost all of the other product ions formed from the molecular ion can be subsumed under the general formula (CH 3 ) 3 PCHPR n  +  (R = H, CH 3 ; n=1,2,3). The reactions indicate that the molecular ion has lost its ylide character almost completely. The protonated molecule is formed almost exclusively by a reaction of the fragment ion m/e = 75. This reaction and the CH 3 PH group transfer reaction indicate a cyclic structure (CH 3 ) HP(CH 2 ) 2  +  for this ion. A cyclic structure is also assumed for the ion m/e = 73, PC 3 H 6  + , which undergoes P and PH transfer reactions. The reactions of the ion m/e = 47 are consistent with the structure CH 3 PH + . The ICR and mass spectra are given, some metastable decompositions are discussed

Mass Spectrum, Mechanism and Structure in the Ion Chemistry of Trimethylmethylenephosphorane