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11 Cards in this Set
- Front
- Back
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What is being prepared from the Williamson Ether synthesis reaction? |
Phenacetin |
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What compound is undergoing the Williamson Ether synthesis reaction? |
Acetaminophen |
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What solvents get removed via the rotary evaporator? |
2-butanone and ethyl acetate |
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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 |
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What is the limiting reagent in this experiment? |
Acetaminophen |
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What does acetaminophen and iodoethane react with? |
Potassium carbonate |
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What is the first step in the Williamson Ether Synthesis reaction? |
Deprotonation of Alcohol |
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What is the second step in the Williamson Ether Synthesis reaction? |
SN2 reaction |
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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 |
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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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What is another limitation/criteria of the SN2 reaction step? |
2. Solvent: SN2 reactions happen fastest in polar aprotic solvents Protic solvents hydrogen bond which hinders the nucleophile |
