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What is being prepared from the Williamson Ether synthesis reaction?
Phenacetin
What compound is undergoing the Williamson Ether synthesis reaction?
Acetaminophen
What solvents get removed via the rotary evaporator?
2-butanone and ethyl acetate
What are the two advantages of using the rotary evaporator?
1. Increased surface area for evaporation due to centrifugal and frictional forces
2. Rotation helps prevent bumping
What is the limiting reagent in this experiment?
What does acetaminophen and iodoethane react with?
Potassium carbonate
What is the first step in the Williamson Ether Synthesis reaction?
Deprotonation of Alcohol
What is the second step in the Williamson Ether Synthesis reaction?
SN2 reaction
What are the criteria/limitations of deprotonating the alcohol?
1. Alcohols are not sufficiently nucleophilic (generating alkoxide is key)
2. Alcohols are not very acidic (choice of base is important; NaH is good base)
3.) Phenol are more acidic
What are the criteria/limitations of the SN2 reaction?
1. Alkyl halide (methyl halide is greater than primary alkyl halide which is greater than secondary alkyl halide)
Competition between substitution and elimination occurs (sterically hindered alkyl halides will undergo E2 instead of SN2)
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