This was a william ether synthesis experiment where 4-ethyl phenol and ethyl bromide gave us our...
This was a william ether synthesis experiment where 4-ethyl phenol and ethyl bromide gave us our product 1-ethoxy-4-ethylbenzene. The organic layer was stirred with silica gel to remove any remaining 4-ethyl phenol from the solution. Why is this step only selective for the starting material(4-ethyl phenol) but not to the product?
Homework Answers
Activated silica gel contain one strongly hydrogen-bonded water molecule per silanol group . Thus it means silica can form hydrogen bonding.
Ethyl bromide and 1-ethoxy-4-ethylbenzene can not form hydrogen bonding but 4-ethyl phenol can form hydrogen bonding. Hence, 4-ethyl phenol can form hydrogen bond with silica gel and become soluble in it . Thus, when silica gel is removed , 4 - ethyl phenol also get removed along with silica gel.
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This was a william ether synthesis experiment where 4-ethyl
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