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Draw the five constitutional isomers having molecular formula \(\mathrm{C}_{6} \mathrm{H}_{14}\)

Draw all constitutional isomers having molecular formula \(\mathrm{C}_{8} \mathrm{H}_{18}\) that contain seven carbons in the longest chain and a single \(\mathrm{CH}_{3}\) group bonded to the chain.

Draw the structure of an alkane with molecular formula \(\mathrm{C}_{7} \mathrm{H}_{16}\) that (a) contains one \(4^{\circ}\) carbon; (b) contains only \(1^{\circ}\) and \(2^{\circ}\) carbons; (c) contains \(1^{\circ}, 2^{\circ}\), and \(3^{\circ}\) hydrogens.

Draw the five constitutional isomers that have molecular formula \(\mathrm{C}_{8} \mathrm{H}_{10}\) and contain one ring.

The largest known cycloalkane with a single ring has 288 carbon atoms. What is its molecular formula?

Give the IUPAC name for each compound. a. \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}\left(\mathrm{CH}_{3}\right) \mathrm{CH}_{2} \mathrm{CH}_{3}\) b. \(\left(\mathrm{CH}_{3}\right)_{3} \mathrm{CCH}_{2} \mathrm{CH}\left(\mathrm{CH}_{2} \mathrm{CH}_{3}\right)_{2}\) c. \(\mathrm{CH}_{3}\left(\mathrm{CH}_{2}\right)_{3} \mathrm{CH}\left(\mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{3}\right) \mathrm{CH}\left(\mathrm{CH}_{3}\right)_{2}\)

Give the structure corresponding to each IUPAC name. a. 3-methylhexane c. \(3,5,5\) -trimethyloctane e. 3 -ethyl-5-isobutylnonane b. 3,3 -dimethylpentane d. 3 -ethyl-4-methylhexane

Give the IUPAC name for each of the five constitutional isomers of molecular formula \(\mathrm{C}_{6} \mathrm{H}_{14}\) in Problem \(4.5 .\)

Give the structure corresponding to each IUPAC name. a. 1,2 -dimethylcyclobutane d. 1 -sec-butyl-3-isopropylcyclopentane b. \(1,1,2\) -trimethylcyclopropane e. \(1,1,2,3,4\) -pentamethylcycloheptane c. 4 -ethyl- 1,2 -dimethylcyclohexane

Rank the following products of petroleum refining in order of increasing boiling point: diesel fuel, kerosene, and gasoline.