Murdoch University Research Repository

Welcome to the Murdoch University Research Repository

The Murdoch University Research Repository is an open access digital collection of research
created by Murdoch University staff, researchers and postgraduate students.

Learn more

Dehydrohalogenation of ethyl halide

Ahubelem, N., Altarawneh, M.ORCID: 0000-0002-2832-3886 and Dlugogorski, B.Z. (2014) Dehydrohalogenation of ethyl halide. Tetrahedron Letters, 55 (35). pp. 4860-4868.

PDF - Authors' Version
Download (737kB)
Link to Published Version:
*Subscription may be required


Unimolecular decomposition kinetics of selected ethyl halides, phenethyl halides and methoxyphenethyl halides have been investigated using high level computational chemistry methods. The phenethyl halides decompose faster than the ethyl halides due to a more electronegative chlorine atom, induced by the chloroethyl functionality as an electron-withdrawing group. 1-Chloro-2-(methylthio)ethane exhibits faster dehydrochlorination than that of chloroethane/1-chloro-2-methoxyethane, owing to more polarisable C⋯H and C⋯Cl bonds in the transition structures. Calculations suggest that electronic factors rather than anchimeric assistance influence the dehydrochlorination reactions.

Item Type: Journal Article
Murdoch Affiliation(s): School of Engineering and Information Technology
Publisher: Elsevier BV
Copyright: 2014 Elsevier Ltd
Item Control Page Item Control Page


Downloads per month over past year