A method for the identification of the double-bond position of isomeric linear tetradecenols and related compounds based on mass spectra of dimethyl disulfide derivatives.
A simple method is presented for calculation of the double-bond position in linear tetradecenols based on mass spectral data of dimethyl disulfide derivatives. In this approach, the m/z ratios of the molecular ion and of one (or both) of the two most abundant fragment ions were utilized to calculate the double-bond position, without the requirement to identify both fragment ions resulting from carbon-carbon cleavage across what was originally the double bond. The approach was tested with mass spectra of dimethyl disulfide derivatives of 12 isomeric tetradecenols, and the double-bond position in each isomer was successfully identified by this method. The method was shown to work also for the corresponding acetates.
Yuan
Gu
G
Department of Chemistry, The Key Laboratory of Bioorganic Chemistry and Molecular Engineering (Ministry of Education, China), College of Chemistry, Peking University, Beijing 100871, China. guyuan@pku.edu.cn
Yan
Jichao
J
D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D004220:Disulfides / Q000737:chemistry*; D007202:Indicators and Reagents; D007536:Isomerism; D013058:Mass Spectrometry; D010675:Pheromones / Q000032:analysis*
D000438:Alcohols; D000475:Alkenes; D004220:Disulfides; D007202:Indicators and Reagents; D010675:Pheromones; C021181:dimethyl disulfide