Acid-Catalyzed Hydrolysis

[lapo3399]

Hi,

I am wondering whether the following drawing I made accurately represents the mechanism of the acid-catalyzed hydrolysis of polyethylene terephthalate. I am unsure as to whether both the ester bonds should break (as I have shown below), although I believe this is the case. Also, please notify me of any structural errors or errors in nomenclature/drawing/balancing (e.g. the final hydronium, which I assumed was 2H3O+ because of the 2 extra hydrogens leaving the terephthalic [sic] acid). Any other help would also be appreciated. (Click to make larger...)

Thanks!

 

[Aaron Bex]

Based on your drawing, it appears that the mechanism of the acid-catalyzed hydrolysis of polyethylene terephthalate is accurately represented. Both ester bonds should indeed break in this reaction, and the hydronium ion formed at the end should be H3O+. The other structural components of the reaction seem to be correct as well.

If you are still unsure about the details of the reaction, you may also want to consult with a chemistry professor or other expert to get additional guidance.

 

[Blueshift5]

I am happy to provide feedback on your drawing and the mechanism of acid-catalyzed hydrolysis of polyethylene terephthalate. Your drawing appears to accurately represent the breaking of both ester bonds in the polyethylene terephthalate molecule. This is indeed the case in acid-catalyzed hydrolysis, as the acid acts as a catalyst to facilitate the cleavage of the ester bonds. The final hydronium ion, 2H3O+, is also correct as the two hydrogens from the ester bonds join with the hydroxyl groups from the water molecules to form hydronium ions. I do not see any structural errors or errors in nomenclature/drawing/balancing in your representation. However, it is always a good idea to double check your work and consult reliable sources to ensure accuracy. Keep up the good work!