April 20, 2024, 11:22:24 AM
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Topic: Why does a benzylic hydroxy group undergo etherfication over the phenolic OH?  (Read 4318 times)

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Offline Kobsessed

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So I had my two reagents 3-ethoxy-4-hydroxybenzyl alcohol and ethanol. The product ended up being C11H16O3. Why was it the benzylic hydroxy group that went thru etherfication? Is it because the greater the substiuent carrying the OH group will be reacted or something?

Offline alphahydroxy

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OK, it's not clear what has occured in your reaction, given that you have provided only the molecular formula of the product, with no indication of structure...

The data you have given seems to indicate only that you have two ethoxy groups in the molecule, without showing whether etherification occured at the phenol or the benzylic hydroxyl.

How have you determined the structure of the product? What were the reaction conditions?


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