CHEM 32 PRACTICE EXAM 3

Multiple-choice questions: select the best answer for each question. Give only one answer for
each question.
1) How many hydrogen atoms are there in the molecule whose line structure is shown
below?
A) 13 B) 14 C) 15 D) 16 E) 17 F) 18
2) Which of the molecules below is not an isomer of CH
3
CH
2
CH
2
CH
2
OH ?
A) B)
C) D)
E) More than one of these answers is correct.
3) Which of the molecules below is an unbranched alkane?
A) B)
C) D) All of these are unbranched alkanes.
E) All of these are branched alkanes.
4) Which of the following compounds is insoluble in water?
A) CH
3
CH=O B) CH
3
COOH C) CH
3
CH
2
OH D) CH
3
CH
2
NH
2
E) More than one of these compounds is insoluble in water.
F) All of these compounds are soluble in water.
5) When an ether is hydrolyzed, the products are:
A) an alcohol and a carboxylic acid B) an amine and a carboxylic acid
C) an alcohol and an amine D) an alkene and water
E) two alcohols
6) How many hydrogen atoms are there in one methylammonium ion?
A) one B) three C) five D) six E) seven
CH
3
CH
OH
CH
2
CH
3
CH
3
CH
2
O CH
2
CH
3
CH
2
CH
CH
2
CH
2
OH
CH
3
C
CH
3
OH
CH
3
CH
3
CH
2
CH
2
CH
2
CH
2
CH
3
CH
3
CH
2
CH
2
CH CH
3
CH
3
CH
3
CH
2
CH
CH
3
CH
2
CH
3
Problems
1) Name the following molecules. Spelling counts!
2) Draw structures of the following molecules. You may draw any type of structure that is used
in the textbook (full, condensed, or line structure).
a) cis-2-hexene b) cyclopentanone c) acetone
d) diethylamine e) potassium propanoate
3) Consider the molecules below:
CH
3
CH
3
CH
3
OH CH
2
=O
Two of these compounds are gases at room temperature and the other is a liquid. Which one is
the liquid? Explain your answer clearly (no credit without an explanation).
4) Draw the structure of the organic product for each of the following reactions. If a reaction can
make more than one organic product, draw all of the possible structures, but do not draw the
same product more than once (i.e. dont draw the same molecule two different ways).
a) b)
c) d)
e) f)
g)
(continued on the next page)
CH
3
CH
2
CH
2
CH CH
2
CH
3
OH
OH
CH
3
C C
H
CH
3
CH
2
H
CH
3
CH
3
CH
2
CH
2
C H
O
dehydration oxidation
hydration
hydrogenation
(reduction)
oxidation
HO C CH
2
CH
2
CH
3
O
CH
3
CH
OH
CH
2
CH
2
CH
2
CH
3
CH
3
CH
2
CH
2 C OH
O
+ OH

NH
2
+ H
2
O
ionization
Draw all of the
products for
this part.
Draw all of the
products for
this part.
h)
i)
5) When the molecule below is hydrolyzed completely, four products are formed. Draw the
structures of these four products.
CH
3
C N CH
2
C CH
2
C O CH
2
C NH
2
O O O
CH
3
O
6) The compounds below can form a copolymer. Draw the structure of the (small) copolymer
that is formed by condensing two molecules of each compound.
7) Circle and name all of the functional groups in the molecule below.
CH
3
CH
2
NH
CH
3
CH
3
CH
2
C OH
O
+
condensation
CH
3
CH
CH
3
O C CH
3
O
+ H
2
O
hydrolysis
OH HO
HO C CH
2
C OH
O O
CH
2
NH C
O
CH
2 C
O
H
OH