Could someone answer these few questions for me? Thanks!
1. (R)-2-Bromopentane is reacted with a solution of NaI: however, the label is blurry and it is unclear what solvent the NaI is dissolved in. Upon isolation of the product it appears to be optically inactive. Explain what must have happened mechanistically. If your goal is to synthesize (S)-2-iodopentane, how might you modify the experiment to ensure that you do so in your next attempt?
2. You want to convert 350 mg (Z)-hex-3-ene to hex-3-yne. Answer the following questions pertaining to the planned experiment. a) Suggest a synthetic strategy that you might use for this conversion. Write out the reactions to clearly illustrate your strategy: be sure to draw structural formulas with relevant stereochemical details. b) What is your theoretical yield? (Show all calculations) i) in moles? ii) in mg? c) How would you report your overall experimental yield (from the first step), if you were able to isolate 275 mg of the final target compound? (Show all calculations) c) What simple chemical tests might you perform to check whether each step has produced the desired compound?
3. A shelf on which several bottles were stocked suddenly collapsed, leaving a shattered mess on the floor: you examine the labels and find the bottles originally contained three compounds - benzoic acid, 4-(4-hydroxyphenyl)butan-2-one {a.k.a. Raspberry Ketone} and 4-methylaniline). You are promised a big fat raise if you can construct a detailed flowchart for a salvage operation: a less qualified chemist will follow your flowchart to separate and recover the three compounds. You must clearly specify what extraction steps are to be carried out at each point of the separation process and how to isolate each compound again as a solid. To ensure that you get the raise, you will also need to suggest simple chemical tests, as well as particular spectral signals you would look for (using IR, 1HNMR and 13C NMR spectra) to ensure that the separation is effective.
Could someone answer these few questions for me? Thanks!
1. (R)-2-Bromopentane is reacted with a solution of NaI: however, the label is blurry and it is unclear what solvent the NaI is dissolved in. Upon isolation of the product it appears to be optically inactive. Explain what must have happened mechanistically. If your goal is to synthesize (S)-2-iodopentane, how might you modify the experiment to ensure that you do so in your next attempt?
2. You want to convert 350 mg (Z)-hex-3-ene to hex-3-yne. Answer the following questions pertaining to the planned experiment. a) Suggest a synthetic strategy that you might use for this conversion. Write out the reactions to clearly illustrate your strategy: be sure to draw structural formulas with relevant stereochemical details. b) What is your theoretical yield? (Show all calculations) i) in moles? ii) in mg? c) How would you report your overall experimental yield (from the first step), if you were able to isolate 275 mg of the final target compound? (Show all calculations) c) What simple chemical tests might you perform to check whether each step has produced the desired compound?
3. A shelf on which several bottles were stocked suddenly collapsed, leaving a shattered mess on the floor: you examine the labels and find the bottles originally contained three compounds - benzoic acid, 4-(4-hydroxyphenyl)butan-2-one {a.k.a. Raspberry Ketone} and 4-methylaniline). You are promised a big fat raise if you can construct a detailed flowchart for a salvage operation: a less qualified chemist will follow your flowchart to separate and recover the three compounds. You must clearly specify what extraction steps are to be carried out at each point of the separation process and how to isolate each compound again as a solid. To ensure that you get the raise, you will also need to suggest simple chemical tests, as well as particular spectral signals you would look for (using IR, 1HNMR and 13C NMR spectra) to ensure that the separation is effective.
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