What factors do you have to consider when differentiating the relative strength of the IMF’s in methanol,ethanol, propanol, and butanol?

Name the following compounds A and B. How could you distinguish these two molecules by using 1H NMR and IR techniques? Propose an analytical technique to determine the iron content of these compounds. Calculate the mass percentages of C and H of compound B (C: 12.01 g/mol; H: 1.008 g/mol; Fe: 55.845 g/mol).

Keeping with the theme of autumn, one of Dr. Danahy’s favorite molecules is caffeic acid due to its presence in pumpkins. This structure serves as an antioxidant and is one of many found within pumpkins. Despite its name, it bears no resemblance to caffeine. Answer the following questions about caffeic acid. The carbonyl stretch for caffeic acid is unusually low for a carboxylic acid at 1646 cm-1. For reference, the carbonyl stretch for propanoic acid is 1716 cm-1. Explain why the carbonyl stretch occurs at a lower wavenumber for caffeic acid.

How would you use IR and ¹H-NMR spectroscopy to distinguish between these two isomeric compounds? For IR, consider the absorption of the carbonyl group. For ¹H-NMR, consider the number of signals observed. Select the IR frequency and number of NMR signals that is diagnostic for either isomer a or isomer b. Isomer A: cyclopentanecarboxamide Isomer B: 6-hydroxyhexanenitrile IR: ¹H-NMR: cm-1. a-4 a-5 b-3 b-4 b-5 b-6 signals a-1680 a-1690 a-1735 a-1810 a-2250 b-1650 b-1690 b-1710 b-2250 24

6. Identify compound X in the scheme below. Ph LiAlH4 Et₂O then aqueous workup Dess-Martin or Ley or Swern or PDC compound X

. Compound X has a methylene chloride/water distribution coefficient of 4.5. (a) Does compound X have a higher or lower solubility in water comparing to methylene chloride? (b) How much of a 2.0 g sample of compound X dissolved in 30 ml of water will be removed by one single 20 ml extraction with methylene chloride? 36

a) Succinimide is an organic compound used in manysyntheses as a building block and is related to a class of drugs known asanticonvulsants. Given the following solubility of succinimide in water andmethanol, which would be a better solvent for recrystallizing succinimide?Solubility data: 1 gram of succinimide is soluble in 5 mL of cold water, 3 mL ofwater at room temperature and 0.7 mL of boiling water. 1 gram of succinimide issoluble in 30 mL of cold methanol, 24 mL of room temperature methanol and 5mL of hot methanol. Show calculations.b) A researcher wanted to purify 0.4 grams of crude succinimide viarecrystallization using only 2 mL of solvent. Decide the best solvent to use (water or methanol) to show the maximum % recovery of the researcher. The best solvent chosen here, may differ from the one chosen in part a. PLEASE show calculations for both parts as proof.

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