Epoxyethane
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Problems and Hazards

Problems

I've touched upon some of the problems of the synthesis of epoxyethane. This page will just go into more detail.

The major problem in the synthesis process is controlling the temperature. Firstly the reaction is exothermic so the temperature will tend to rise unless it is carefully controlled. This is a problem because at higher temperatures the ethene simply burns in the oxygen to give CO2 and water. This in turn would increase even more!!

Hazards

There are also hazards in manufacture due to the nature of epoxyethane.
  • Epoxyethane is a poisonous and carcinogenic (cancer producing) chemical
  • more importantly it is a highly flammable and explosive in contact with air. This arises from something called Ringstrain
Ringstrain

Epoxyethane is a very reactive compound and highly explosive in air so obviously this is a serious hazard. The reactivity of epoxyethane comes about due to the structure of the molecule. It has a three strained ring structure which is very unstable and easily broken.
Ringstain structure of epoxyethane
It is unstable as the atoms are all pushed closer together and the bong angles are compressed. The overlap between the atomic orbitals in forming the carbon-carbon and carbon-oxygen bonds is less good than it is normally, and there is considerable repulsion between the bonding pairs. The system becomes more stable if the ring is broken.

Author: Peter Formby (Document Modification Date:25th May 2004) Valid XHTML 1.0!