Rank the following alkenes in terms of relative reactivity with m-CPBA, 1 being the most reactive and 5 being the least.
To gain insight into concerted reactions, one can conceptualize them as stepwise reactions where all steps, except the slowest one, possess exceedingly small activation energies. Illustrate the hypothetical stepwise mechanism by presenting a reaction coordinate diagram for the following example.
Epoxides can be synthesized from alkenes using the reagents below. Draw a mechanism for the sequence of reactions below.
m-CPBA is a peracid with a carbonyl group. Explain how the carbonyl weakens the σ bond between the two oxygen atoms, which makes hydroxyl a better-leaving group.
Draw the alkenes needed to react with a peroxy acid to produce the following epoxides:
(i) 2,3-diethyl-2,3-methyloxirane
(ii) 3,4-epoxy-3-ethylhexane
Draw the structure of the product expected when the molecule below reacts with an excess of m-chloroperoxybenzoic acid. (Ignore stereochemistry)