Part 9 : STRUCTURE DETERMINATION
Note that these types of questions are
often the most difficult on
the
examination. This is because they are holistic in that they require a
good understanding of the reactions and the concepts and the ability to
apply those concepts. They can't be memorised, they require
understanding and ability to apply. Hence they help discriminate those
who truly understand from those who have memorised and will soon
forget.
A full schematic of the full solution is
presented below. This is
also presented in
several parts, where each diagram has more information added to it.
The idea behind this is to encourage students to see how to work
towards the answer by building up the answer from the information in
the question gradually.
Diagram
1 just gives all the
information from the question in black
with
no interpretation.
You can use this to try to solve the problem based on that information.
Diagram
2 gives the basic
information from the
question in black and deductions directly from this information are
indicated by red arrows and with blue text plus it
identifies the functional groups
and points that
provide potential key information by
green arrows and key initial structures.
Diagram 3
gives the completed solution with the structures in blue. In this problem
the are several routes to connect the structures.
Key steps are getting E from
the named compound and recognising the C+ rearrangement.
Another potential key is getting C, since this is the only possible C6
alkene of this MF with 2 C types.
