NIPPON KAGAKU KAISHI
Online ISSN : 2185-0925
Print ISSN : 0369-4577
Mass Spectra of Halkendin and Its Derivatives
Mitsuru NakayamaShizuko EguchiAkihiko MatsuoShuichi HayashiShinzaburo HishidaYoshiaki Kato
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1973 Volume 1973 Issue 1 Pages 137-145

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Abstract

The mass spectra of 4-methoxy (6), 3, 4-dimethoxy (halkendin) (1), 4-ethoxy-3-methoxy (12) furo(3, 2: 6, 7)coumarin, and their 2, 3 dihydrocompounds (7, 8, 13) are recorded in Figs.1, 3, 4, 6 and 7. The fragmentation is discussed on the basis of high resolution data, metastable ion evidences, and deuterium labelling studies (Tables ltv8 and Figs.2, 5, 9 and 10).
The spectrum of halkendin (Z) shows a major breakdown pathway involving initial loss of a methyl radical from Cs methoxy group followed by expulsion of CQ, then successive loss of CO, CH3(C4), and CO(Fig.5).4-Ethoxycoumarin 12 shows Ioss of ethylene om C, side chain giving an ion m/e 232 whose further fragmentation is very similar to that of 4-hydroxycoumarin derivatives (Fig.10). op.
It is shown that significant structural information can be obtained from the mass spectra of 3, 4-dialkoxyfurocoumarins.

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