Chapter 3: Q17P (page 168)
Question: Which of the following cycloalkanes are capable of geometric (cis-trans) isomerism? Draw the cis and trans isomers
(a)
(b)
(c)
(d)
Short Answer
A)

B)

C)

D)

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Chapter 3: Q17P (page 168)
Question: Which of the following cycloalkanes are capable of geometric (cis-trans) isomerism? Draw the cis and trans isomers
(a)
(b)
(c)
(d)
A)

B)

C)

D)

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Write structures for a homologous series of alkyl chlorides having from one to six carbons.
Table 3-6 shows that the axial-equatorial energy difference for methyl, ethyl, and isopropyl groups increases gradually: 7.6, 7.9 and 8.8 kJ/mol (1.8, 1.9, and 2.1 kcal/mol). The tert-butyl group jumps to an energy difference of 23 kJ/mol (5.4 kcal/mol), over twice the value for the isopropyl group. Draw pictures of the axial conformations of isopropylcyclohexane and tert-butylcyclohexane and explain why the tert-butyl substituent experiences such a large increase in axial energy over the isopropyl group.
Draw 1,2,3,4,5,6-hexamethylcyclohexane with all the methyl groups
(a) in axial positions. (b) in equatorial positions.
Question: Draw a graph, similar to Figure 3-11, of the torsional energy of as it rotates about the bond.
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.
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