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MHZKIK

Chemistry

1) 1A) "A compound can oil out if the boiling point of the recrystallization solvent is higher than the melting point of the compound". Is this statement true or false?   1B) Choose the best explanation for your selection above. 1-Organic compounds will be solids at all temperatures. 2-Every recrystallization involves a step when the compound is an oil. 3-The compound may melt rather than dissolve if the solvent temperature is too high.   2) The solubility of a compound is 35.6 g/100 mL at 25°C; and 39.1 g/100 mL at 108°C. If a saturated solution of the compound at 108°C is allowed to slowly cool to 25°C, what is the maximum yield (in %) of solid crystals that can be obtained?   3) A student dissolves 80 mg of a crude product in 4.5 mL (the minimum required) of methanol at 25 °C. She cools the solution in an ice bath and obtains crystals. The crystals are recovered by filtration and rinsed with 0.5 mL of ice-cold methanol. After drying, the weight of the crystals is 5 mg. How should the student improve the yield? a) The student should use more cold solvent to increase crystal formation. b) The student should increase the temperature of the solvent when dissolving to increase differential solubility. c) The student should add more of the crude product to decrease its solubility in the solvent.    4) When butanoic acid reacts with sodium borohydride, 1-butanol is not obtained. However, bubbling is still observed, and heat is produced. 4A) Why is 1-butanol not obtained? a) Sodium borohydride is not reactive enough to reduce a carboxylic acid to an alcohol. b) 1-butanol is an oxidation product of the carboxylic acid, not a reduction. c) The butanoic acid bubbles away before it can react with the sodium borohydride.   4B) What are the products of this reaction? Carbon dioxide gas Sodium butanoate Hydrogen gas 1-butanone Oxygen gas Butane    5) The reagent below is diisobutylaluminum hydride, or DIBAL. Like sodium borohydride, it is a source of nucleophilic hydride. Predict the configurations of each stereocentre in the product of the following reaction (with appropriate work-up) and provide a justification for your choice. Unlike NaBH4, reductions performed with DIBAL require equimolar amounts of DIBAL and substrate. Can you explain this difference?

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CZ0J6Y

Chemistry

If you were provided with a mixture containing 2-propanol and 2-methylfuran, which distillation technique should be used to separate the components? Refer to the experiment information in the lab manual to answer this question. distillation technique: fractional Which of the following statements are correct regarding separating a mixture containing ethanol and 2-methyfuran? Refer to the experiment information in the lab manual to answer this question. Fractional distillation should be used to separate these compounds If pure, one of the compounds will result in an IR spectrum showing significant signals at 3105, 2942, 1619, $1198 \mathrm{~cm}^{-1}$ These compounds are easily distinguishable by IR spectroscopy It is difficult to distinguish these compounds by IR spectroscopy If pure, one of the compounds will result in an IR spectrum showing significant signals at 3397, 2931, 2254, $1738 \mathrm{~cm}^{-1}$ Simple distillation should be used to separate these compounds based on \begin{tabular}{|c|c|c|c|} \hline Compound & Structure & Aroma & b.p. $\left({ }^{e} \mathrm{C}\right)$ \\ \hline Acetone & & Apple & $56-57$ \\ \hline 2-Methylfuran & & Ethereal & $63-66$ \\ \hline Ethyl Acetate & & Fruit, Brandy & $75-77$ \\ \hline Ethanol & & Alcohol & $77-79$ \\ \hline 2-Butanone & & Ethereal & 79.81 \\ \hline $\begin{array}{c}\text { 2-Propanol } \\ \text { (Isopropyl alcohol) }\end{array}$ & & Butter & $81 \cdot 83$ \\ \hline Pentanal & & Berry & $98-99$ \\ \hline 2-Pentanone & & Banana & $103-105$ \\ \hline Ethyl Isobutyrate & & Citrus & $112-113$ \\ \hline 2-Pentanol & & Oily & $118-120$ \\ \hline \end{tabular}

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