抄録
Stereoisomeric cis-, trans-cyclopentene-3,4-diols (1 and 2), and cis-, trans-cyclopentene-3,5-diols (3 and 4) are differentiated by comparing the mass spectra of their trimethylsilyl derivatives. The relative ion abundances at m/z 147 [(CH3)3SiOSi(CH3)2]+ of cis-isomers (1 and 3) are larger than those of the corresponding trans-isomers (2 and 4), respectively.
Most of the metastable molecular ions of 1 and 2 fragment to the ions at m/z 82 and m/z 72 by losing H2O and CO, respectively. Accompanying with the above two reactions, however, the molecular ions of 3 and 4 fragment to the ions at m/z 81 and m/z 71 by losing H3O and CHO. The B/E linked scan spectra of the m/z 72 ions from 1 (and 2), and 3 (and 4) were in agreement with those of the molecular ions of butanal and 2-butanone, respectively.
