Chm 2210 Organic Chemistry Exam Worksheets With Answer Key - Professor A. Herriott Page 5
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916. Which alkene would yield only CH
CH
COOH on oxidation with hot alkaline
3
2
potassium permanganate (followed by acid work-up)?
A) (E)-2-hexene
D) (E)-3-hexene
B) (Z)-2-hexene
E) (E)-4- methyl-2-pentene
C) 2-methyl-2-pentene
17. Which of the following can be described as “chiral, primary alcohol”?
A) CH
CH
CH
CH
CH
OH
D) (CH
)
CHCHOHCH
3
2
2
2
2
3
2
3
B) (CH
)
CHCH
CH
OH
E) Two of the above
3
2
2
2
C) CH
CH
CH(CH
)CH
OH
3
2
3
2
18. Which of the reactions listed below would be exothermic?
A) H–H → 2H·
–H → CH
B) H· + CH
–H + H·
3
3
· → CH
C) CH
· + CH
–CH
3
3
3
3
–H → CH
D) CH
· + CH
–H + CH
·
3
3
3
3
E) All of the above
19. Which product(s) would you expect to obtain from the following sequence of reactions?
CH
3
1. BH
-THF
3
?
2. H
O
, NaOH
2
2
CH
H
C
CH
CH
OH
3
3
3
2
CH
O
3
OH
OH
OH
+
+
+
enantiomer
enantiomer
enantiomer
I
II
III
IV
V
A) I B) II C) III D) IV E) V
Page 5
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