Pretvorbe α-oksoketen ditioacetalov v prisotnosti joda

Vrabec, Meta (avtor), Jereb, Marjan (mentor)

V magistrski nalogi sem raziskovala pretvorbo α-oksoketen ditioacetalov v prisotnosti joda s perfluorofenil hidrazinom. Pri tem so nastali 5-(metilsulfanil)-1-(pentafluorofenil)-1H-pirazoli. V nalogi je opisana in komentirana priprava izhodnih spojin. Naslovne pretvorbe so potekale v aprotičnih topilih in s 40–60 mol% joda kot promotorja. Izkoristki reakcij so v večini primerov zmerno dobri. Med izkoristki in stereoelektronskimi efekti substituentov ni jasne povezave. Vse nove produkte sem karakterizirala z 1H, 13C in 19F NMR, IR spektroskopijo, elementno analizo in/ali masno spektroskopijo visoke ločljivosti in izmerila njihovo tališča.

• Jezik: Slovenski jezik
• Ključne besede: α-oksoketen ditioacetali, jod, pentafluorofenil hidrazin, 5-(metilsulfanil)-1-(pentafluorofenil)-1H-pirazoli
• Vrsta gradiva: Magistrsko delo/naloga
• Tipologija: 2.09 - Magistrsko delo
• Organizacija: FKKT - Fakulteta za kemijo in kemijsko tehnologijo
• Leto izida: 2021
• PID: 20.500.12556/RUL-131634
• COBISS.SI-ID: 87701507
• Datum objave v RUL: 30.09.2021

Sekundarni jezik

• Jezik: Angleški jezik
• Naslov: Transformations of α-oxoketene dithioacetals in the presece of iodine

Izvleček

In this master thesis the investigation of transformation of α-oxoketene dithioacetals in the presence of iodine with pentafluorophenyl hydrazine is presented. It resulted in formation of 5-(methylsulfanyl)-1-(pentafluorophenyl)-1H-pyrazoles. Synthesis of α-oxoketene dithioacetals is also reported and discussed. Their transformation occured in aprotic solvents and with 40–60 mol% of iodine as promotor. Most reactions gave good yields. There is no clear correlation between the yield and stereoelectronic effects of the substituents. All new substances were characterised by 1H-, 13C- and 19F-NMR, IR spectroscopy, elemental analysis and/or mass spectrometry and by measuring their melting point.

• Ključne besede: α-oxoketene dithioacetals, iodine, pentafluorophenyl hydrazine, 5-(methylsulfanyl)-1-(pentafluorophenyl)-1H-pyrazoles