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Chem 109 A
Ch. 2
Ch. 2
1. Give the following a systematic name and
common name (if possible):
Ch. 2
2. Draw the following compounds and assign a
systematic name:
a. sec-butyl iodide
b. isoheptane
c. tert-butyl isopentyl ether
d. pentyl alcohol
e. cyclobutyldimethylamine
Ch. 2
3. What is more soluble in water?
a. Methanol or ethanol
b. Propylamine or trimethylamine
Ch. 2
4. What has a higher boiling point?
a. butane or pentane
b. hexane or isohexane
Ch. 2
5. Determine if the following alcohols primary,
secondary or tertiary:
a. 2-methyl-2-pentanol
b. 3-ethyl-1-hexanol
c. cyclopropanol
Ch. 2
6. Determine if the following amines primary,
secondary or tertiary:
a. Cyclopentanamine
b. N,N-diethyl-2-butanamine
c. butylisobutylpentylamine
Ch. 2
7. Draw the conformations of pentane
considering rotation about the C2-C3 bond.
Label the structures relative energy/stability.
Draw an energy diagram that corresponds
with your drawings.
Ch. 2
8. Draw the two chair conformers for
bromocyclohexane and determine which
isomer is more stable. Explain your
reasoning.
Ch. 2
9. For the following pairs determine which
geometric isomer is more stable?
a. cis or trans 1,2-dimethylcyclohexane
b. cis or trans 1,3-dimethylcyclohexane
c. cis or trans 1,4-dimethylcyclohexane
Ch. 2
10. Draw the most stable chair conformer for 1isopropyl-3-methylcyclohexanol
Ch. 2
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