Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl
ID: 782413 • Letter: M
Question
Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl Bromide, Ethyl Ether, and Magnesium SulfateProduct: 2-Ethoxynaphthalene
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl Bromide, Ethyl Ether, and Magnesium Sulfate
Product: 2-Ethoxynaphthalene
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl Bromide, Ethyl Ether, and Magnesium Sulfate
Product: 2-Ethoxynaphthalene
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl Bromide, Ethyl Ether, and Magnesium Sulfate
Product: 2-Ethoxynaphthalene
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Materials: Potassium Hydroxide, 2-Naphthol, Ehtyl Alcohol, Methyl Alcohol, Ehtyl Bromide, Ethyl Ether, and Magnesium Sulfate
Product: 2-Ethoxynaphthalene
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Explanation / Answer
Why is it important to be certain that all of the phenol and base are in solution before mixing them?
Ans: For reaction to take place there must be effective collision taking place between the reactant molecules. This is only possible if the reactants are in same phase. That is why we must make sure that both phenol and base are dissolved in the solvent before mixing so that salt of phenol is formed.
Both the phenol and ehtyl alcohol contain OH groups. However, only the phenolic OH group reacts to any extent. Why?
Ans: A base can only react with an acid. As the proton of phenolic OH is acidic in nature therefore only phenol will react with base. Thisis also evident from the highly resonance stabilized phenoxide ion resulting from the loss of proton from phenol. same is true for naphthol also.
Ethanol will not react because its OH group is basic in nature.
If you wanted to adapt this procedure to prepare the analogous propoxy compound, how much propyl iodide would you have to use to carry out the reaction on the same scale?
Ans: We will need larger amount of propyl iodide (than ethyl bromide) becuase propyl iodide may also undergo elimination reaction in presence of potassium salt of naphthol. Thus due to two competing reactions the yield of SN product propoxynaphthalene will decrease.