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CHEM2211 Lab Final In the extraction of a three compound mixture experiment: 1.

The basic compound was removed by extraction with a. Aqueous HCl 2. The acidic compound was removed by extraction with a. Aqueous NaOH 3. Which liquid would be most easily separated from water by simple distillation a. Ethylene glycol (bp-197*C)---highest temp 4. During the TLC analysis of analgesics, silica gel was considered as the a. Stationary phase 5. Which of the following is NOT commonly used to visualize spots on the TLC plate a. Exposure to hydrobromic acid 6. You have a compound X (mp=95-96*C) and a compound Y (mp=105-106*C). What would be the most likely mp range of a 1:1 mixture of X and Y? a. 80-85*C 7. In the simple and fractional distillation experiment, the boiling stone was added to the heating mixture because a. It prevents bumping of the solution 8. Caffeine is an amine. In which solution would caffeine be most soluble? a. 1.0 M HCl 9. The purpose of a drying agent is to a. Remove traces of water in an organic liquid 10. In the hydrogenation of olive oil experiment, the source of hydrogen was a. Cyclohexene 11. In the hydrogenation of olive experiment, the reagent from question 10 was used instead of actual hydrogen gas because a. Hydrogen gas is dangerously explosive 12. In the recrystallization experiment, you determined the identity of your unknown largely by a. Its melting point 13. Which of the following lab techniques would be best to separate two miscible liquids, having slightly different densities, whose boiling points are about 10*C? a. Fractional distillation 14. Which solvent would not be appropriate for extracting caffeine from an aqueous tea solution? a. Ethanol 15. Which would be the best choice of reactant in an acid catalyzed hydration reaction if the desired product was 3-hexanone? a. 3-hexyne 16. Which of the following is true about refluxing? a. It allows heating without loss of solvent

17. Which alkyl halide would react fastest in a nucleophilic substitution using silver nitrate in methanol (weak nucleophile, protic solvent)? a. 3-bromo-3-methylpentane 18. Which alkyl halide would react fastest in a nucleophilic substitution using sodium iodide in acetone (strong nucleophile, aprotic solvent)? a. 1-bromohexane 19. During the dehydration of cyclohexanol, two layers of liquid formed. What were the identities of the two layers? a. Water and cyclohexene 20. Which would be the best alcohol reactant in a dehydration reaction to give 1,3-dimethylcylcopentene? a. 1,3-dimethylcyclopentanol 21. Which of the following is not a viable way to make a dissolved compound precipitate from solution? a. Increase the temp of the solution 22. What was the basic component present in the extraction of a three compound mixture experiment? a. Benzocaine 23. A mixture of two different compounds will almost always have a mp which is a. Lower than either of the pure components 24. If you were given a 1:1 mixture of compound (MP=100-105*C) and compound B (MP=150-155*C) the mp range of the mixture would conform to what? a. 95-96*C 25. Which of the following lab techniques would be most efficient way to separate two miscible liquids whose bp are less than 100*C apart? a. Fractional distillation 26. In gas chromatography the stationary phase is a. A nonvolatile liquid 27. In the distillation experiment, the purpose of a fractionating column was to a. Increase the number of theoretical plates of the distillation 28. Which solvent would not be appropriate for extracting caffeine from a solution of diet coke? a. Ethanol and water 29. In the extraction of a 3 component mixture experiment, benzoic acid was isolated from the aqueous layer using a. Dicholormethane 30. Which is true about melting points? a. Impurities broaden the mp range 31. In the olive oil experiment, what was the catalyst used to initiate transfer of hydrogen? a. Pd/C 32. 4 general factors that affect the separation obtained on a gas chromatograph from the gas chrom. Experiment a. column length, column temp, carrier gas flow rate, type of stationary phase

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