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Chapter 3: 36P (page 189)

Draw the structure that corresponds with each name.

(a)3-ethyloctane

(b)4-isopropyldecane

(c)sec-butylcycloheptane

(d)2,3-dimethyl-4-propylnonane

(e)2,2,4,4-tetramethylhexane

(f)trans-1,3-diethylcyclopentane

(g)cis-1-ethyl-4-methylcyclohexane

(h)isobutylcyclopentane

(i)tert-butylcyclohexane

(j)pentylcyclohexane

(k)cyclobutylcyclohexane

(l)cis-1-bromo-3-chlorocyclohexane

Short Answer

Expert verified

a)

b)

c)

d)

e)

f)

g)

h)

i)

j)

k)

l)

Step by step solution

01

Drawing cis and transisomers for cycloalkanes

In the case of cycloalkanes, if the two substituents point toward the same faces, they are known as cis isomers. Again, if the two substituents point toward the opposite faces, they are known as the trans isomer. These two geometric isomers cannot interconvert without breaking and forming the bonds again.

02

Structure corresponding to the given name

Each structure is drawn from its given name.

a)

b)

c)

d)

e)

f)

g)

h)

I)

j)

k)

l)

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Most popular questions from this chapter

Give the IUPAC name of the following alkanes.

(a)

(b)

(c)

(d)

(e)

(f)

(g)

(h)

Give structures and names for

(a) the five isomers of C6H14

(b) the nine isomers of C7H16

There are eight different five-carbon alkyl groups.

(a) Draw them

(b) Give them systematic names.

(c) In each case, label the degree of substitution (primary, secondary, or tertiary) of the head carbon atom bonded to the main chain.

Use your results from Problem 3-27 to complete the following table. Each entry shows the positions of two groups arranged as shown. For example, two groups that are trans on adjacent carbons must be equatorialor both axial.

(a) Draw the two chair conformations of cis-1,3-dimethylcyclohexane, and label all the positions as axial or equatorial.

(b) Label the higher-energy conformation and the lower-energy conformation.

(c) The energy difference in these two conformations has been measured to be about23 kJ (5.4 kcal)per mole. How much of this energy difference is due to the torsional energy of gauche relationships?

(d) How much energy is due to the additional steric strain of the1,3-diaxial interaction?

See all solutions

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