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CHM 2210: ORGANIC CHEMISTRY II Third Exam, Form 3
Section 02, Professor A. Herriott November 29, 2007
No electronic devices (calculators, cell phones, laptops, etc) may be used or consulted during the exam.
All scrap work should be done on the extra page provided; no additional paper may be used. Your name
and Panther ID should be placed in three places; at the end of this paragraph to indicate acceptance of
all policies, on page 7 of the exam (Part B) and on your answer sheet. Use a number 2 pencil on answer
sheet and be sure to include the form of your exam on the answer sheet.
Name _________________________ Panther ID ____________
1.
Which reaction of an alkene proceeds with anti addition?
A)
Hydroboration/oxidation D)
Hydrogenation
B) Bromination E) Oxymercuration-demercuration
C) Oxidation with cold KMnO4
2.
Which of the following could not be used to synthesize 2-bromopentane efficiently?
A)
1-Pentene + HBr →
B) 2-Pentene + HBr →
C) 2-Pentanol + HBr →
D)
2-Pentanol + PBr3 →
E) All of the above would afford good yields of 2-bromopentane
3.
Epoxidation followed by reaction with aqueous base converts cyclopentene into which
of these?
III III IV
H
OH
H
OH
H
OH
OH
H
H
OH
H
OH
O
H
H
A) I B) II C) III D) IV E) Equal amounts of III and IV
4.
Which of the compounds listed below would you expect to have the highest boiling
point? (They all have approximately the same molecular weight.)
A)
CH3CH2CH2CH2CH3 D)
CH3CH2CH2Cl
B) CH3CH2CH2CH2OH E) CH3CH2OCH2CH3
C) CH3CH2CH2OCH3
