Premium
Autoxidation of Fish Oils. I. Identification of Volatile Monocarbonyl Compounds from Autoxidized Salmon Oil a, b, c
Author(s) -
YU T. C.,
DAY EDGAR A.,
SINNHUBER RUSSELL O.
Publication year - 1961
Publication title -
journal of food science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.772
H-Index - 150
eISSN - 1750-3841
pISSN - 0022-1147
DOI - 10.1111/j.1365-2621.1961.tb00791.x
Subject(s) - autoxidation , chemistry , melting point , distillation , potassium hydroxide , fish oil , fish <actinopterygii> , chromatography , organic chemistry , fishery , biology
SUMMARY Isolation and identification of a number of volatile monocarbonyls from autoxidized salmon oil were accomplished. The carbonyls, volatile by vacuum steam distillation, were reacted with 2,4‐dinitrophenylhydrazine. The 2,4‐dinitrophenyl‐hydrazones were separated by partition and paper chromatograpy. Spectrophotometric analyses and melting‐point determinations were made. The data show that, in addition to malonaldehyde previously reported, positive identification was made on 15 monocarbonyls: the C 2 , C 3 , C 5 , C 6 , C 7 , C 8 , and C 9 alkanals; the C 3 , C 4 , C 5 , C 6 , C 8 , C 9 , and C 10 2‐enals; and hept‐2,4‐dienal. Tentative identification of butanal, dec‐2,4‐dienal, and undec‐2‐enal was based upon a comparison of chro‐matographic behavior and absorption spectra of the authentic with the unknown. The isolated ketones, tentatively identified as 2‐hexanone, 2‐octanone, 2‐nonanone, and 2‐decanone, were characterized by the preceding methods and by their behavior in alcoholic potassium hydroxide. Five additional compounds of unknown identity were isolated; three provided sufficient material for melting‐point determinations. Including the forerun, at least 28 carbonyls were found in the volatile portion of rancid salmon oil.