Chapter 11: Problem 44
Give examples of a chiral substituted alkane and an achiral substituted alkane.
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Chapter 11: Problem 44
Give examples of a chiral substituted alkane and an achiral substituted alkane.
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The structural isomers of pentane, \(\mathrm{C}_{5} \mathrm{H}_{12}\), have quite different boiling points (see Example 11.1 ). Explain the observed variation in boiling point, in terms of structure.
Octane number is assigned to gasoline to indicate the tendency of "knocking" in the automobile's engine. The higher the octane number, the more smoothly the fuel will burn without knocking. Branched-chain aliphatic hydrocarbons have higher octane numbers than straight-chain aliphatic hydrocarbons, and aromatic hydrocarbons have the highest octane numbers. (a) Arrange these compounds in the order of decreasing octane numbers: \(2,2,4-\) trimethylpentane, toluene (methylbenzene), \(n\) -heptane, and 2 -methylhexane. (b) Oil refineries carry out catalytic reforming in which a straight-chain hydrocarbon, in the presence of a catalyst, is converted to an aromatic molecule and a useful by-product. Write an equation for the conversion from \(n\) -heptane to toluene. (c) Until 2000 , tert-butylmethyl ether had been widely used as an antiknocking agent to enhance the octane number of gasoline. Write the structural formula of the compound.
Write structural formulas for these compounds: (a) trans-2-pentene, (b) 2-ethyl-1-butene, (c) 4 -ethyltrans-2-heptene, (d) 3 -phenyl- 1 -butyne.
Draw all the possible structural isomers for the molecule having the formula \(\mathrm{C}_{7} \mathrm{H}_{7} \mathrm{Cl}\). The molecule contains one benzene ring.
A compound having the molecular formula \(\mathrm{C}_{4} \mathrm{H}_{10} \mathrm{O}\) does not react with sodium metal. In the presence of light, the compound reacts with \(\mathrm{Cl}_{2}\) to form three compounds having the formula \(\mathrm{C}_{4} \mathrm{H}_{9} \mathrm{OCl}\). Draw a structure for the original compound that is consistent with this information.
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