Five reactions are shown below. For each reaction, draw the products. Unless instructed
otherwise, if multiple products can be formed, draw them all, and indicate which is major.
Indicate stereochemical outcomes clearly. To do so, you
ed to draw more than one
product or write explanatory words (e.g. "racemic"). e dashes and wedges only when
you intend to indicate a particular stereochemistry.
Upload all your answers to this question on a single page, labeled (a), b), c)..). and in order
the questions are given below.
just draw products;
do not indicate major/minor
draw only substitution products
Two reactions are shown below. Drawa complete electron pushing mechanism for each
reaction, and upload a single page containing both mechanisms.
Two unrelated questions follow. Upload one page with the answer to
h) Provide a synthesis of the product on the right from the starting material on the left.
Your synthesis should take no more than three steps. (6 pt)
i) One feature of the E2 reaction is that when very bulky bases are used, the less
substituted alkene may be formed as the major reaction product. This is called non-
Zaitsev regioselectivity. (6 pt)
Sketch a reaction coordinate diagram that is consistent with this observation and the facts
you know about E2 reactions. Assume both elimination processes are exothermic, and
include all starting materials and products on your diagram. You do not need to sketch
transition state structures, but do make sure their energies are accurately shown in your
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