Acetylation of naphthalene with AlCl3 usually leads to two products(alpha and beta substituted). How can we separate them?.
Acetylation of naphthalene with AlCl3 usually leads to two products(alpha and beta substituted).
The separation of alpha and beta isomers of substituted naphthalenes can be achieved through a process known as column chromatography. This process separates compounds based on their physical and chemical properties, such as polarity, size, and charge.
Here are the steps for the separation of alpha and beta isomers of substituted naphthalenes using column chromatography:
Prepare a column with a stationary phase that can separate the two isomers. A common stationary phase for this purpose is alumina.
Dissolve the mixture of alpha and beta isomers of substituted naphthalenes in a solvent that is suitable for column chromatography, such as hexane.
Load the dissolved mixture onto the top of the column.
Elute the column with a solvent that is more polar than the loading solvent, such as a mixture of hexane and ethyl acetate.
Collect the eluted fractions and analyze them by techniques such as thin-layer chromatography, gas chromatography, or high-performance liquid chromatography to determine the composition of each fraction.
If necessary, repeat the column chromatography process using a different solvent system or stationary phase to further separate the alpha and beta isomers.
By following these steps, it is possible to separate the alpha and beta isomers of substituted naphthalenes obtained through acetylation with AlCl3.
I think very low percent soln of EtOAc-hexane must be used to seperate out because there's very minor change in polarity between both the acetylated products.
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