diplomsko delo univerzitetnega študijskega programa I. stopnje
Žiga Škrinjarič (Author), Muzafera Paljevac (Mentor), Peter Krajnc (Co-mentor)

Abstract

V diplomskem delu je predstavljena sinteza in karakterizacija biarila N-benzilanilina, ki smo ga sintetizirali z Ullmannovo reakcijo po mehanizmu križnega spajanja (angl. cross coupling). Z namenom pridobitve čistega produkta s čim višjimi izkoristki smo reakcije sinteze izvedli z optimiziranjem treh reakcijskih pogojev, in sicer temperature, časa reakcije in atmosfere, v kateri je reakcija potekala. Končne produkte Ullmannove reakcije smo okarakterizirali z infrardečo in jedrsko magnetno spektroskopijo. Z infrardečo spektroskopijo smo potrdili nastanek biarila N-benzilanilina pri vseh testnih reakcijah, v nekaterih primerih tudi prisotnost benzilamina oz. jodobenzena. Z jedrsko magnetno resonanco smo potrdili njihovo kemijsko strukturo in določili njihovo razmerje v vzorcu. Ugotovili smo, da višje izkoristke N-benzilanilina dosegamo z reakcijami, ki jih izvedemo v dušikovi atmosferi pri 80°C in trajajo dlje časa, pri reakcijah na zraku pa N-benzilanilin oksidira do N- benzilidenanilina, ki se pojavlja v produktu v višjih koncentracijah.

Keywords

Ullmannova reakcija;križno spajanje;biarili;N-benzilanilin;FTIR;NMR;diplomske naloge;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UM FKKT - Faculty of Chemistry and Chemical Engineering
Publisher: [Ž. Škrinjarič]
UDC: 66.095.257(043.2)
COBISS: 167172867 Link will open in a new window
Views: 114
Downloads: 7
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: English
Secondary title: Development of a synthesis method for the preparation of biaryls using the Ullmann reaction
Secondary abstract: This work presents the synthesis and characterization of biaryl N-benzylaniline synthesized by the Ullmann reaction using the cross-coupling mechanism. In order to obtain a pure product with the highest possible yield, the synthesis reactions were carried out by optimizing three reaction conditions, namely temperature, reaction time and the atmosphere in which the reaction took place. The final products of the Ullmann reaction were characterized by infrared and nuclear magnetic spectroscopy. Infrared spectroscopy confirmed the formation of biaryl N-benzylaniline in all test reactions, and in some cases the presence of benzylamine or iodobenzene. Using nuclear magnetic resonance, we confirmed their chemical structure and determined their ratio in the sample. We found that higher yields of N-benzylaniline are obtained with reactions carried out in a nitrogen atmosphere at 80°C and lasting longer, while reactions in air oxidize N-benzylaniline to N-benzylideneaniline, which appears in the product in higher concentration.
Secondary keywords: Ullmann reaction;cross coupling;biaryls;N-benzylaniline;
Type (COBISS): Bachelor thesis/paper
Thesis comment: Univ. v Mariboru, Fak. za kemijo in kemijsko tehnologijo
Pages: 1 spletni vir (1 datoteka PDF (VIII, 33 f.))
ID: 19882080