Electron impact mass spectrometry of 2-(2-pyridyl)-2,3-dihydroxy-5-phenyl-4-pentene

The mass spectrometric behaviour of 2-(2-pyridyl)-2,3-dihydroxy-5-phenyl-4-pentene has been studied with the aid of B/E, B2/E linked scans, exact mass measurements, collisionally activated dissociation mass-analysed ion kinetic energy spectra, and labelling experiments. The primary loss of water is proved to involve both hydroxylic hydrogens, thus suggesting the formation of an epoxidic radical ion and the presence of extensive skeletal rearrangements.

[1]  P. Traldi,et al.  Instrumental parameterization for optimum use of commercial direct inlet systems , 1982 .

[2]  O. Porta,et al.  A novel reaction type promoted by aqueous titanium trichloride. Synthesis of unsymmetrical 1,2-diols , 1982 .

[3]  P. Traldi.  Direct electron impact—A new ionization technique? , 1982 .

[4]  A. Bruins,et al.  The observation of metastable transitions in a double-focussing mass spectrometer using a linked scan of the electric sector and magnetic sector fields , 1978 .

[5]  R. Flammang,et al.  Collision induced dissociations of radical cations , 1977 .

[6]  F. Benoit,et al.  Metastable Peak Analysis; a Method for Elucidating Fragmentation Mechanisms and Ion Structures in Mass Spectrometry. Part II. Water Loss from the Molecular Ion of 1,2-Cyclohexanediol , 1971 .

[7]  E. Brown,et al.  Pinacol rearrangement of quinoline analogs of benzopinacol and evidence for rearrangement under the conditions of electron impact , 1969 .

[8]  C. Djerassi,et al.  Mass spectrometry in structural and stereochemical problems—CLXVI. The electron impact promoted fragmentation of some aliphatic 1,2-glycols† , 1968 .

[9]  A. Buchs.  Etude de cyclohexanediols par spectrométrie de masse , 1968 .

[10]  K. Nakanishi,et al.  Mass spectrometric studies of cycloalkane‐α‐glycols , 1968 .

[11]  O. Porta,et al.  Reductive reactions of substituted pyridines by aqueous titanium trichloride , 1982 .

[12]  O. Porta,et al.  Mixed carbonyl coupling induced by aqueous titanium trichloride. Some comments on the mechanism. , 1981 .

[13]  H. Grützmacher,et al.  Zum mechanismus massenspektrometrischer fragmentierungen—VII : Massenspektren von stellungs- und stereoisomeren der bicyclo[2.2.1]Heptandiole und ihrer methyläther☆ , 1971 .