The enantiomers of 3-methylpentacosane, 3-methylheptacosane, 3-methylnonacosane, 13- methylheptacosane, and 5-methylheptacosane were synthesized by starting from the enantiomers of 2-methylbutyl bromide or citronellol. These methyl-branched alkanes are the characteristic components of the cuticular hydrocarbons of queen of the ant, Diacamma sp.
[Clawson Jr., Ronald W.; Dacko, Christopher A.; Deavers III, Robert E.; Akhmedov, Novruz G.; Soederberg, Bjoern C.G. Tetrahedron, 2009 , vol. 65, # 43 p. 8786 - 8793]