1. Identify the reagents you would need to make 3-(2-methylphenylbutanoic acid)
ID: 823416 • Letter: 1
Question
1. Identify the reagents you would need to make 3-(2-methylphenylbutanoic acid) via Grignard synthesis, and briefly describe your synthetic strategy. If any reagent you wish to use is unstable and has a small shelf-life, you must explain how to prepare this reagent from shelf-stable precursors. Use relevant equations to illustrate your answer and highlight any special precautions that must be taken during the experiment.
2. If you were to carry out a TLC analysis with the crude benzoic acid product obtained during your synthesis of benzoic acid from bromobenzene, what type of solid phase would you use and what type of solvent would you select as an eluting solvent, in order to detect the biphenyl impurity? Why?
Explanation / Answer
1) I think your chemical formula is incorrect. I can't figure out any way to create the compound you want baed on Grignard synthesis. In Grignard you are effectively adding an R group at a ketone or aldehyde function and turning the double bonded oxygen into a hydroxy group. Butanoic acid derivatives have a carboxylic acid functional group which aren't formed via grignard synthesis. Sorry...
2) Use a silica gel plate for the stationary phase. Use DCM or benzenes as the eluting solvent. Biphenyl is nonpolar like the eluting phase and will have a higher Rf value than benzoic acid, which is polar.
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