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Problem 1

A confused student was doing an isomer problem and listed the following six names as different structural isomers of \(\mathrm{C}_{7} \mathrm{H}_{16}\) a. 1 -sec-butylpropane b. 4 -methylhexane c. 2 -ethylpentane d. 1 -ethyl-1-methylbutane e. 3 -methylhexane f. 4 -ethylpentane How many different structural isomers are actually present in these six names?

Problem 4

The following organic compounds cannot exist. Why? a. 2 -chloro-2-butyne b. 2 -methyl-2-propanone c. 1,1 -dimethylbenzene d. 2 -pentanal e. 3 -hexanoic acid f. 5,5 -dibromo-1-cyclobutanol

Problem 5

If you had a group of hydrocarbons, what structural features would you look at to rank the hydrocarbons in order of increasing boiling point?

Problem 11

Answer the following questions regarding the formation of polymers. a. What structural features must be present in a monomer in order to form a homopolymer polyester? b. What structural features must be present in the monomers in order to form a copolymer polyamide? (Hint: Nylon is an example of a polyamide. When the monomers link together to form nylon, an amide functional group results from each linkage.) c. What structural features must be present in a monomer that can form both an addition polymer and a condensation polymer?

Problem 13

Draw the five structural isomers of hexane \(\left(\mathrm{C}_{6} \mathrm{H}_{14}\right)\).

Problem 17

Draw a structural formula for each of the following compounds. a. 2 -methylpropane b. 2 -methylbutane c. 2 -methylpentane d. 2 -methylhexane

Problem 19

Draw the structural formula for each of the following. a. 3 -isobutylhexane b. \(2,2,4\) -trimethylpentane, also called isooctane. This substance is the reference ( 100 level) for octane ratings. c. 2-tert-butylpentane d. The names given in parts a and \(\mathrm{c}\) are incorrect. Give the correct names for these hydrocarbons.

Problem 20

Draw the structure for 4 -ethyl-2,3-diisopropylpentane. This name is incorrect. Give the correct systematic name.

Problem 23

Give two examples of saturated hydrocarbons. How many other atoms are bonded to each carbon in a saturated hydrocarbon?

Problem 24

Draw the structures for two examples of unsaturated hydrocarbons. What structural feature makes a hydrocarbon unsaturated?

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