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CHM 112
Spring 2007
WORKSHEET FOR ALCOHOLS, PHENOLS, AND ETHERS
CH 3
1. Write the IUPAC name for the following compounds:
H2
C
CH
H2
C
H2
C
CH
H3C
H3C
CH 3
CH 3
CH
CH
CH 3
HO
C
CH 2
CH 3
CH
CH 3
OH
OH
CH 3
2, 4-dimethyl-2-hexanol
cyclohexanol
Br
6-methyl-4-isopropyl-2-heptanol
H2
C
HO
C
H2
OH
3-bromophenol
m-bromophenol
OH
H2
C
1, 2-ethandiol
ethylene glycol
CH
CH
H3C
CH 3
C
H2
OH
CH 3
4-phenyl-3-hexanol
H2
C
CH
H3C
O
CH 3
C
H2
H2
C
H3C
isopropoxy propane
isopropyl propyl ether
2.
O
ethoxy benzene
ethyl phenyl ether
Draw the full or condensed structural formulas for each of the following compounds:
3, 4-dimethyl-3-heptanol
methoxy propane
CH 3
H2
C
H3C
CH 3
H2
C
CH
C
C
H2
H2
C
O
H3C
CH 3
3-ethyl-1-cyclopentanol
C
H2
CH 3
OH
H3C
C
H2
OH
2-iodophenol
cyclohexoxy octane
H2
C
H3C
C
H2
H2
C
C
H2
HO
H2
C
C
H2
1, 3-propanediol
O
C
H2
H2C
CH 2
I
H2C
OH
OH
3.
Supply the appropriate reactant(s) or product(s) for the following reactions:
H2O/H+
H
C
H3C
CH
CH
H3C
C
H
HO
or
H2
C
H3C
C
H2
OH
H2
C
H3C
H2
C
H2
C
CH
CH 3
K2Cr2O7
H3C
H2
C
C
CH3
C
H2
C
H2
O
OH
H2
C
HO
CH 3
CH
CH 3
__________________________________
H
C
[O]
O
CH 3
CH
CH 3
4.
Explain why ethers generally have lower melting and boiling points than corresponding
alcohols with the same molar masses.
While ethers contain an oxygen, they do not have hydrogens attached to an oxygen. As a
result, they are not able to hydrogen bond with other ether molecules. Since the forces
between the ether molecules are weak dispersion forces, it does not take much energy to
separate them from each other and convert from solid to liquid or liquid to gas. Alcohols
can hydrogen bond and so more energy is required to separate molecules and the boiling
point or melting point goes up.