Mass spectrometry in structural and stereochemical problems. CCXXVIII. Application of ion cyclotron resonance for differentiation between tautomers. Vinylthiol and …

KB Tomer, C Djerassi

Index: Tomer,K.B.; Djerassi,C. Journal of the American Chemical Society, 1973 , vol. 95, # 16 p. 5335 - 5341

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Citation Number: 8

Abstract

Abstract: The base peak in the mass spectrum of pentyl thiovinyl ether, m/e 60, C2H4S.+, arising predominantly via hydrogen transfer from position 2 of the pentyl chain with elimination of CsHlo, has two possible structures, the thioacetaldehyde ion b or the vinyl thiol ion c. Utilizing ion cyclotron resonance and pulsed double resonance spectroscopy, the two tautomers are distinguishable on the basis of their ion-molecule reactions. By ...