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Material Type: Exam; Professor: Walker; Class: ORGANIC CHEMISTRY 1-LEC; Subject: CHEMISTRY; University: SUNY-Potsdam; Term: Unknown 1989;
Typology: Exams
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Chem 341 Practice Final Examination M. Walker
YOUR NAME ________________________________________________
3 hours duration, 360 points total. [NOTE: YOUR FINAL WILL ONLY BE TWO HOURS LONG, AND SO IT WILL BE SHORTER THAN THIS ONE].
Cl
Cl H
CH (^3)
CH 3 CH^3
Ph
Br 2 , H 2 O
(i) O (^3)
(ii) (CH 3 ) 2 S
CH 3 C CH
Cl (^2)
Br
HCl
(a)
(b)
(c)
(d)
(e)
hv
(f) heat
NBS
heat
(g)
(h) (i) H 2 O, Hg(OAc) (^2)
KO tBu
(ii) NaBH 4
(i) NaNH 2
(ii) CH 3 I
EITHER (a) CH 3 CH 3 Cl (^) (Racemic,but only the pure cis isomer with no trans)
(b)
Ph C CH
CH (^2) Ph CH^2 C^ C^ Ph
2
(a) Draw an energy curve for the reaction, and indicate which points on the curve correspond to any intermediates or transition states.
(b) Write a rate equation for the reaction.
(c) Which would you expect to be more reactive as a substrate in this reaction, 1-chlorohexane or 1-bromohexane?
(d) What functional group has been formed in this reaction?