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Design an Experiment with Elimination of Secondary Halide

I need help designing an experiment using a secondary halide, 2-bromohexane or 2-bromoheptane as the beginning material. I know that the things I need to do are use NaOH, -OH, and CH3OH to come up with the products of an alkene and secondary alcohol. I need specific reactions, materials, and procedures. I then plan to use GC/Mass Spec to analyze the products.

My professor said that it may have something to do with running it at a certain temperature for a certain amount of time. I will then add ether/H2O, dry ether soln, and continue the reaction from there. I need to know the mechanisms of this Elimination reaction or at least a guide to what is happening.

My Professor also said that I can suggest another chemistry experiment to research in chemistry and conduct an experiment on. Any suggestions?

Thanks so much! All the amount to detail is appreciated as well as any internet sites I can look at!!

Solution Preview

Here, I use 2-bromohexane as an example. The reactions for 2-bromoheptane is exactly the same.

To get an alkene, one needs E2 reaction:

A small amount of 1-hexene will also be formed. E2 reactions favor the more stable, more substituted alkene because the double bond character is highly developed in the transition ...

Solution Summary

This solution outlines a stepwise example to illustrate Elimination and SN2 reactions. Diagrams, graphs and explanations are included for better understanding of the topic.