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Unformatted text preview: N OH b) ( - H2O) H+ c)
O O H OH
O OH H a carbonyl compound
c) d) (1) Na O OH H3CH2CH2CO (2) e)
H3CH2CO -5- OCH2CH3 O + 2 CH3CH2OH -6- CHEM342S13 Practice Exam 2 CHEM342S13 Practice Exam 2 12. (6 points) Show how to synthesize 3-hexanone starting from
bromopropane (shown) and using organic compounds with 3 C or less.
You may use any inorganic reagent. You do not need to show any
mechanisms (!), but please show intermediate compounds and all
reagents necessary to produce the desired product in good yield. (Hint: if
stuck, start with what you do know…) 13. (9 points) Draw a good arrow-pushing mechanism for the following
reaction. Show all intermediates and show the flow of electrons for each
step with the correct “arrow pushing”. (Hint: if stuck, start with what you
do know…) N O H3O+
H2N ? O Br -7- -8-...
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