- Title
- Dehydrohalogenation of ethyl halides
- Creator
- Ahubelem, Nwakamma; Altarawneh, Mohammednoor; Dlugogorski, Bogdan Z.
- Relation
- ARC
- Relation
- Tetrahedron Letters Vol. 55, Issue 35, p. 4860-4868
- Publisher Link
- http://dx.doi.org/10.1016/j.tetlet.2014.07.009
- Publisher
- Elsevier BV
- Resource Type
- journal article
- Date
- 2014
- Description
- 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.
- Subject
- dehydrohalogenation; anchimeric assistance; activation enthalpy; arrhenius parameters
- Identifier
- http://hdl.handle.net/1959.13/1296422
- Identifier
- uon:19259
- Identifier
- ISSN:0040-4039
- Language
- eng
- Reviewed
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