20.500.12556/RUL-129837 Sinteza izbranih alifatskih geminalnih dibromoalkenov Synthesis of selected aliphatic geminal dibromoalkenes V tej diplomski nalogi smo preučevali izkoristke pretvorb izbranih komercialno dostopnih alifatskih aldehidov v izbrane geminalne dibromoalkene. Pretvorbo smo izvedli po postopku prve stopnje Corey-Fuchsove oz. Ramirezove sinteze. Z reakcijo med trifenilfosfinom in tetrabromometanom smo in situ tvorili pripadajoči ilid. Ta je z izhodnim alifatskim aldehidom reagiral do ustreznega alifatskega geminalnega dibromoalkena. Uspešno smo sintetizirali sedem alifatskih geminalnih dibromoalkenov. Ugotovili smo, da se z večanjem molske mase sintetiziranih produktov v večini primerov poveča tudi izkoristek same reakcije. Vsi produkti so bili v tekočem agregatnem stanju. Produkte smo izolirali in očistili s kolonsko kromatografijo na SiO2 ter jih okarakterizirali z 1H NMR in IR spektroskopijo. 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. Corey-Fuchsova sinteza alifatski geminalni dibromoalken alifatski aldehid Corey-Fuchs synthesis aliphatic geminal dibromoalkene aliphatic aldehyde true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2021-09-08 15:10:00 2021-09-08 15:10:02 2022-09-09 04:13:30 0000-00-00 00:00:00 2021 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 18041 80133379 Topic_Tanja_-_Sinteza_izbranih_alifatskih_geminalnih_dibromoalkenov.pdf Topic_Tanja_-_Sinteza_izbranih_alifatskih_geminalnih_dibromoalkenov.pdf 1 BE649D73010B788909C8F0C80129B2F2 5440c58dab779f0104385657af4fccb0695ce3b89e82a88761c91eca5a0bc7b4 d4d6d762-10a5-11ec-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=146869 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0