Mass spectra of selected fatty acid methyl esters. (A) Dimethyl disulfide adduct of methyl (Z)–11–hexadecenoate. (B) Dimethyl disulfide adduct of methyl (E)–11–tetradecenoate. (C) Natural methyl 11-hexadecynoate. (D) Synthetic methyl 11-hexadecynoate standard. (E) Natural methyl (Z)-13-hexadecen-11-ynoate. (F) Synthetic methyl (Z)-13-hexadecen-11-ynoate standard. The spectra of C and E correspond to peaks labeled as 11,11–16 and 11,11,13–16 in Fig. 5 B and D, respectively. The spectra of A and B correspond to the dimethyl disulfide adducts obtained from the fatty acid methyl ester mixture of Fig. 5B. The mass spectrum of the dimethyl disulfide derivative of methyl (Z)-11-tetradecenoate was identical to that of the E isomer and it is not shown. Retention times of dimethyl disulfide adducts were 31.9 min (methyl (Z)–11–tetradecenoate), 32.15 min (methyl (E)–11–tetradecenoate), and 33.94 min (methyl (Z)–11–hexadecenoate) (see Materials and Methods for chromatographic conditions).