If you have an addition reaction that does not follow the Markovnikov rule, will it produce free radicals as well? (Anti-Markovnikov addition most likely proceeds by a free-radical mechanism, which produces free radicals only at intermediate steps. - GS).

Dr. Sereda, what is the product of epoxidation (An epoxide - GS). and what is its significance? (It is an active electrophilic ether. Very useful in organic synthesis, in particular, synthesis of primary alcohols, trans-diols, and epoxide resins. - GS). What kind of reactant would have to be present to make a trans-diol? (Epoxide and OH- - GS).

I know we have not covered oxymercuration demercuration, but when we do could we go over the reduction mechanism between NaBH4 and the less substituted Mercury Acetate? Thanks. (First, H- replaces the acetate ligand at Hg, and then shifts to carbon, breaking both H-Hg and C-Hg bonds with possible intermediacy of the alkyl free radical (JACS, 1974, 96,3,870). - GS).

How do we know where the molecule will split when it undergoes cracking? (Preferably - to form the most stable free radical. - GS).

What is a radical chain process? (It is a process involving the chain propagation step: a free radical as both a starting particle and a resulting product. - GS).

Why are heats of combustion important? (They tell us how stable the compound is and how much energy it can produce. - GS).

In class, can you go over “Chair flips?” (OK https://www.youtube.com/watch?v=6VUU-_JExMs . - GS).