In this diploma thesis we studied transformation yields of selected commercially available
aliphatic aldehydes into geminal dibromoalkenes. The transformation procedure followed
the first step of Corey-Fuchs synthesis, also known as Ramirez synthesis. By the reaction
between triphenylphosphine and tetrabromomethane, a ylide was formed in situ. The
latter reacted with the starting aldehyde, which resulted in a corresponding aliphatic
geminal dibromomoalkene.
Seven aliphatic geminal dibromoalkenes were successfully synthesized. In most cases,
the yield of the reaction increased with the increase of the molar mass of the synthesized
product. All synthesized products were in the liquid state. The products were isolated and
purified by column chromatography on SiO2 and characterized by 1H NMR and IR
spectroscopy.
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