Chapter 3: Q11P (page 160)
Draw Newman projections of the following molecules viewed from the direction of the arrows.
(a)

(b)

(c)

Short Answer
(a)

(b)

(c)

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Chapter 3: Q11P (page 160)
Draw Newman projections of the following molecules viewed from the direction of the arrows.
(a)

(b)

(c)

(a)

(b)

(c)

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Draw the both chair conformations of each of the following substituted cyclohexanes. In each case, label the more stable conformation.
(a)
(b)
(c)
(d)
Give IUPAC names for the following cycloalkanes.
(a)

(b)

(c)

Draw Newman projection, similar to Figure 3-25, down the C1-C6 bond in the equatorial conformation of methylcyclohexane. Show that the equatorial methyl group is also anti toC5. (Using your models will help.)
In each pair of compounds, which compound has the higher boiling point? Explain your reasoning.
(a) Nonane or 3-methylheptane
(b) Octane or 2,3,4-trimethylpentane
(c) 2,3,5-trimethylhexane or nonane
Draw the structure and give the molecular formula for each of the following compounds.
(a) 1-ethyl-3-methylcycloheptane
(b) isobutylcyclohexane
(c) cyclopropylcyclopentane
(d) 3-ethyl-1,1-dimethylcyclohexane
(e) 3-ethyl-2,4-dimethylhexane
(f) 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
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