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16 Cards in this Set
- Front
- Back
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How to choose a solvent for recrystallization?
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Compound not soluble at room temperature and is at higher temperatures.
For mixed pair, have one solvent that the compound is soluble in, and a miscible solvent that it isn't soluble. Dissolve compound, then add other solvent until cloudy and continue as regular |
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How to recrystallize?
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Dissolve compound in minimal hot solvent, hot filtration if necessary, cool to RT, cool on ice, vacuum filter, wash with cold solvent
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Trimyristin extracted from nutmeg with what solvent? Recrystallized in what?
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Diethyl ether
Recrystallized in hot acetone |
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Cholesterol extracted from gallstones in what solvent? Recrystallized in?
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Extracted in 2-propanol
Recrystallized in methanol and water solvent pair |
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Experiment 3 - What conditions used to synthesize benzodiazepine?
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Clean NaCl IR plates with?
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Chloroform, so the plates don't dissolve
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Polarity of solvents are rated by what?
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Dielectric constant, higher = more polar
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What is retardation factor?
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Rf = distance spot travelled/distance solvent travelled
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What factors increase or decrease Rf?
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The silica plate is polar. With a polar solvent, compounds will move up the plate faster. A non-polar compound should move faster. (higher Rf)
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In experiment 4, two ketones were reduced with NaBH4. What were they reduced to?
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Because they are conjugated, there was a possibility that the C=C double bonds would get reduced too. The following products obtained:
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In exp. 5, MS1 part A - p-aminophenol was acetylated. Draw scheme.
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In exp. 6 MS1 part B - phenacetin was made from 4-hydroxyacetanilide. Scheme?
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Using ethanol and sodium ethoxide minimizes hydrolysis of amide.
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Mixed pair solvent and compound example?
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Phenacetin in 95% methanol (minimal) and warm water (1.5x volume)
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In ex 7 MS1 part C - phenacetin was brominated. Scheme?
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Generate Br2 in situ
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Fill in the conditions
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Fill in conditions
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