Indonesian Journal of Chemistry
Vol 5, No 1 (2005)

EFFECTS OF ETHYLENE GLYCOL AND KOH IN THE FORMATION OF 2-METHOXY-4-PROPYLPHENOL ON EUGENOL ISOMERIZATION REACTION

Muchalal Muchalal (Chemistry Department, Faculty of Mathematics and Natural Sciences Gadjah Mada University, Yogyakarta)



Article Info

Publish Date
14 Jun 2010

Abstract

Formation reaction mechanism of  2-methoxy-4-propylphenol on eugenol isomerization that involved protic hydrogen originated from ethylene glycol as a solvent has been done. To check this reaction mechanism, the effect of amounts of ethylene glycol as a solvent and KOH as a reagent on the quantity of 2-methoxy-4-propylphenol as a product has been carried out. The reaction product was analyzed by GC and GC-MS. Quantity of 2-methoxy-4-propylphenol as a product increased if ratio of quantity of ethylene glycol as solvent to quantity of KOH as reagent became larger. The result showed that formation process of 2-methoxy-4-propylphenol involved the protic hydrogen of solvent. The existence of cis-isoeugenol as an initiator compound in forming 2-methoxy-4-propylphenol indicated that the reaction mechanism followed the steps (1) cis-isoeugenolic ion gave Cb with negative charge at prophenyl group through resonance (2) a negative charge Cb then attacked a protic H atom in the solvent, and (3) hydride ion will attack Cb to form 2-methoxy-4-propylphenolic ion.

Copyrights © 2005






Journal Info

Abbrev

ijc

Publisher

Subject

Chemical Engineering, Chemistry & Bioengineering Chemistry

Description

Indonesian Journal of Chemistry is an International, peer-reviewed, open access journal that publishes original research articles, review articles, as well as short communication in all areas of chemistry including applied chemistry. The journal is accredited by The Ministry of Research, Technology ...