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Problem 30

Draw the condensed structural formula of the organic product formed when each of the following is reduced by hydrogen in the presence of a nickel catalyst: a. ethyl propyl ketone b. formaldehyde c. 3 -chlorocyclopentanone d. 2 -pentanone

Problem 42

Which of the following will give a positive Tollens' test? a. propanal b. ethanol c. ethyl methyl ether d. 1 -propanol e. 2 -propanol f. hexanal

Problem 44

Draw the condensed structural formula for each of the following: a. 2 -heptanone, an alarm pheromone of bees b. 2,6 -dimethyl-3-heptanone, a communication pheromone of bees c. 2 -nonanol, an alarm pheromone released when a bee stings

Problem 50

Draw the condensed structural formula of each of the following: a. 2 -methyl-1-hexanol b. 2 -pentanol c. methyl propyl ether d. 3 -methyl-2-butanol

Problem 51

Which compound in each pair would you expect to be more soluble in water? Why? a. butane or 1 -propanol b. 1 -propanol or diethyl ether c. ethanol or 1-hexanol

Problem 52

Which compound in each pair would you expect to be more soluble in water? Why? a. ethane or ethanol b. 2 -propanol or 2 -pentanol c. dibutyl ether or 1 -butanol

Problem 54

Explain why each of the following compounds would be soluble or insoluble in water: a. butane b. 1,3 -propanediol

Problem 62

Draw the condensed structural formula of each of the following: a. 4 -chlorobenzaldehyde b. 3 -chloropropionaldehyde c. ethyl methyl ketone d. 3 -methylhexanal

Problem 63

Which of the following aldehydes and ketones are soluble in water? a. CCC(=O)CC b. CCC(C)=O c. CCCC(=O)CCC

Problem 71

Draw the condensed structural formulas and give the IUPAC names of all the alcohols that have the formula \(\mathrm{C}_{5} \mathrm{H}_{12} \mathrm{O}\).

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