Part 10: STRUCTURE DETERMINATION

A schematic of the solution is shown below. The information from the question is given in black. Deductions directly from this information are given in red. Points that provide potential key information are shown in green which leads to the structures which are linked via the blue arrows to show the path required to work them all out. There are, of course, other possible thought pathways.

flow chart

There are two keys to this problem, first the named diol and more importantly the ketal provided. The ketal readily reveals the ketone and the diol (C and F respectively) and from there C leads to D then E, F leads to A and B.


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