Key to In-Class Group Activity 7
Chem 102, Fall 2005
(Not Graded)
1. Give the name for each of the following structures:
Br
OH
Br a) b)
OH
3-ethyl-2-pentanol
3,3-dibromo-5-methylcyclohexanol
OH c) d)
OH
2,3-butanediol
SH
2-propanethiol
CH
3 e)
SH
SH
1,1-cyclopropanedithiol f)
OH
CH
3
2,6-dimethylphenol
O g)
O ethyl methyl ether h) dicyclopentyl ether i)
O
2,3,5,6-tetramethylpyran k)
O
2-ethyl ethylene oxide j)
O
3-methyltetrahydrofuran l)
O
O
1,2-dioxane

2. Draw the structure for each of the following names: a) 2-bromo-3-methyl-1-hexanol
Br
HO b) 2-ethyl-1-butanethiol
HS c) 2-bromocyclobutanol
OH d) meta-nitrophenol
OH
Br e) diphenyl ether f) 2,5-diethylfuran
O
NO
2
O

3. Which has the higher boiling point, 2-propanol or methyl ethyl ether? Explain your answer using drawings to illustrate your reasoning.
2-propanol has the higher boiling point because it can H-bond with itself, while methyl ethyl ether can not.
H
O O
O
O Vs.
H
H-bonding No H-bonding
4. Which is more soluble in water, cyclohexanol or phenol? Explain your answer using drawings to illustrate your reasoning.
Phenol is more soluble in water than cylcohexanol, even though they have the same number of C’s and O’s, because phenol is a weak acid and can partially ionize in water, while cylcohexanol is too weak of an acid to ionize in water.
O O
H
+ H
2
O
+ H
3
O
Phenoxide ion is stabilized by resonance:
O O
O
O
5. Write and balance the combustion reactions for the following compounds: a) diethyl ether
C
4
H
10
O + 6O
2
 4CO
2
+ 5H
2
O b) cyclopropanol
C
3
H
6
O + 4O
2
 3CO
2
+ 3H
2
O