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Synthetic Methyl- and Dimethylalkanes : Kovats Indices, [(13)C]NMR and Mass Spectra of Some Methylpentacosanes and 2,X-dimethylheptacosanes

Overview
Journal J Chem Ecol
Publisher Springer
Date 2013 Nov 26
PMID 24272420
Citations 12
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Abstract

All possible isomeric mono-methylpentacosanes as well as 2,6-, 2,8-, 2,10-, 2,12-, and 2,14-dimethylheptacosane were synthesized. The [(13)C]NMR shifts and the Kovats indices were determined, and the relationship to separation of isomeric mixtures of insect cuticular waxes are discussed. When several homologous series of hydrocarbon isomeric mixtures are to be separated, it is not practical to attempt complete gas-chromatographic separation of all possible isomers. The mass spectra of the 2,X-dimethylheptacosanes are presented and discussed.

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References
1.
Nelson D, Sukkestad D . Normal and branched aliphatic hydrocarbons from the eggs of the tobacco hornworm. Biochemistry. 1970; 9(23):4601-10. DOI: 10.1021/bi00825a021. View

2.
Dwyer L, Blomquist G, Nelson J, Pomonis J . A 13C-NMR study of the biosynthesis of 3-methylpentacosane in the American cockroach. Biochim Biophys Acta. 1981; 663(2):536-44. DOI: 10.1016/0005-2760(81)90181-8. View

3.
Dillwith J, Nelson J, Pomonis J, Nelson D, Blomquist G . A 13C NMR study of methyl-branched hydrocarbon biosynthesis in the housefly. J Biol Chem. 1982; 257(19):11305-14. View

4.
Pomonis J . Cuticular hydrocarbons of the screwworm,Cochliomyia hominivorox (Diptera: Calliphoridae) : Isolation, identification, and quantification as a function of age, sex, and irradiation. J Chem Ecol. 2013; 15(9):2301-17. DOI: 10.1007/BF01012083. View

5.
Nelson D, Sukkestad D, Zaylskie R . Mass spectra of methyl-branched hydrocarbons from eggs of the tobacco hornworm. J Lipid Res. 1972; 13(3):413-21. View