Tez özetleri Astronomi ve Uzay Bilimleri Anabilim Dalı

Synthesis Of New Substituted Quinone Compounds

In this thesis work; p-Bromanil(1) has been used as starting material and its reactions with aliphatic thiols consisting of ring or straight chain, aromatic thiols and mixture of thiols in basic medium have been investigated.

As a result of reactions carried out with S-Nucleophiles using p-bromanil as starting material, known and unknown new compounds have been synthesized.

From the reaction of p- bromanil (1) with cyclohexanethiol in ethanol , unknown; 3-ethoxy-2,5- di(cyclohexylthio)-6-hydroxy-1,4-benzoquinone (2) and 2-bromo-3,6-di(cyclohexylthio)-5-ethoxy-1,4-benzoquinone (3) compounds have been synthesized. From the reaction of p- bromanil (1) with n-dodecanethiol in ethanol , known; 3,5,6-tri(dodecylthio)-2-ethoxy-1,4-benzoquinone (4)has been obtained. From the reaction of p- bromanil (1) with cyclohexane- thiol in ethanol , unknown; 2,3-di(p-methylphenylthio)-5,6-dihydroxy-1,4-benzoquinone (5) and 2,5-di(p-methylphenylthio)-3-bromo-6-ethoxy-1,4-benzoquinone (6) compounds have been synthesized. From the reaction of p- bromanil (1) with the mixture of cyclohexanethiol and dodecanethiol in ethanol , unknown, 2,5- di(cyclohexylthio)-6-hydroxy-1,4-benzoquinone (7) has been synthesized.

These compounds have been purified by using chromatographic methods. Structures of these compounds have been determined by using spectroscopic methods ( ¹H-NMR, ¹³C-NMR, MS, IR, UV) and microanalysis.