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Volatile constituent of the liverwort chiloscyphus pallidus (mitt.) engel & schuster
Author(s) -
Toyota Masao,
Asakawa Yoshinori
Publication year - 1994
Publication title -
flavour and fragrance journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.393
H-Index - 70
eISSN - 1099-1026
pISSN - 0882-5734
DOI - 10.1002/ffj.2730090507
Subject(s) - chemistry , stereochemistry , pentatomidae , ether , organic chemistry , botany , heteroptera , biology
The stem‐leaf liverwort, Chiloscyphus pallidus (Mitt.) Engel & Schuster (Jungermanniales) emits an intense smell reminiscent of the stink bug (Pentatomidae). An ether extract of this species which was collected in New Zealand, was analysed by GC‐MS. The major constituent was identified as ( E )‐dec‐2‐enal by spectral data of its 2,4‐dinitrophenylhydrazone and oxime‐ tert ‐butyldimethylsilyl derivatives. The stereochemistry was decided as trans by 1 H‐NMR decoupling experiments of the 2,4‐dinitrophenylhydrazone. Although it is well known that the stink bug emits ( E )‐dec‐2‐enal as its characteristic smell, this was its first identification in the volatile constituents of liverworts.