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Vpliv strukture aromatskih spojin na potek aciliranja
ID Šadl, Jernej (Author), ID Jereb, Marjan (Mentor) More about this mentor... This link opens in a new window

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Abstract
V svojem diplomskem delu sem primerjal potek aciliranja aromatskih spojin na klasičen način po Friedel–Craftsu, z uporabo acetil klorida in aluminijevega triklorida v suhem diklorometanu, ter »zelen« način, kjer reakcija poteče v trifluoroocetni kislini ob prisotnosti acetanhidrida. V tej reakciji nastopa trifluoroocetna kislina kot reakcijski medij in katalizator. Prednost slednje je možnost ponovne uporabe in manjša količina kemijskega odpadka, ki pri reakciji nastane v primerjavi s klasičnim aciliranjem. V primerih, kjer zeleno aciliranje poteče, je po izkoristkih in zahtevnosti nadaljnjega čiščenja primerljivo s klasičnim. Pripravljene produkte sem po sintezi očistil in analiziral z 1H NMR in IR spektroskopijo ter masno spektrometrijo.

Language:Slovenian
Keywords:aciliranje, aromatske spojine, trifluoroocetna kislina, trajnostni način, klasični način
Work type:Bachelor thesis/paper
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2026
PID:20.500.12556/RUL-186950 This link opens in a new window
Publication date in RUL:07.09.2026
Views:26
Downloads:5
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Secondary language

Language:English
Title:The influence of the structure of aromatic compounds on the course of acylation
Abstract:
In my thesis, I compared the course of acylation of aromatic compounds between a classic Friedel–Crafts method, using acetyl chloride and aluminium trichloride in dry dichloromethane and “green” method, where the reaction is conducted in trifluoroacetic acid and with acetic anhydride. In the latter reaction, the trifluoroacetic acid is acting both as a reaction medium and catalyst. The core benefit of the green acylation is the reusability of TFA and smaller chemical waste production compared to classic acylation. In cases where reactions with green acylation were successful, the yields and complexity of further purification were comparable to classic acylation. I purified all synthesised products and analysed them with 1H NMR, IR spectroscopy and mass spectrometry.

Keywords:acylation, aromatic compounds, trifluoroacetic acid, classical approach, sustainable approach

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