sample_exam_sample_exam_241a - (the 3 rd step of your...

CHEM 241 SAMPLE EXAM Answers will be posted Monday in the class bulletin
board (across from Bagley 260)
1. For compounds A-F answer the following:
NH
2
CH
3
C
O
CH
3
CO
2
H
OCH
3
CH
3
OH
CO
2
CH
2
CH
3
CH
3
CH
2
CHO
C
O
CH
3
F
mp 102
bp 77
o
C
mp 150
o
C
bp 185
o
C
mp 87
o
C
bp 125
o
C
E
D
C
B
A
a) Besides chromatography, which method of purification would you use to separate and
equal mixture of B and D.
b) Besides chromatography, which method of purification would you use to separate E
and C
c) Besides chromatography, which method of purification would you use to separate a
mixture with a composition of 90% B and 10% F.
d) Draw a TLC plate of a mixture of A D and F developed in 50/50 hexane acetone.
2. Write the complete mechanism for step #2 of your 3 step synthesis.
3. Draw the mechanism for the reaction of “benzyne” with tetraphenylcyclopentadienone