please answer part c 6. Though we take it for granted nowadays, the mechanism of acetal hydrolysis and its involvement of thetetrahedral intermediate was once somewhat contested. in this question you will fortify your understanding of thismechanistic pathway by exploring some of the data that led chemists to our current understanding of the reaction.a. Initially, many chemists assumed that once protonated, acetals undergo direct nucleophilic attack by water toexpel one molecule of the alcohol, as shown below. Assuming this is the rate-limiting step of the reaction, writethe rate law you would expect for this mechanistic version of the hydrolysis, and explain your logic in onesentence. (You may abbreviate the structure of the protonated acetal as "Intermediate A" in your rate law.)HMerate-OMelimitingstep?OMe:OH2b. In reality, thanks to data gleaned from kinetics experiments, we now realize that direct nucleophilic attack isnot the most reasonable or likely mechanistic pathway for acetal hydrolysis. Below is shown the actual rate-limiting step of acetal hydrolysis. Based on this information, write the corresponding rate law, and explain yourlogic in one sentence. (You may abbreviate the structure of the protonated acetal as "Intermediate B" in yourrate law.)rate-limitingstep:OMeOMeH.Меc. A landmark study into the mechanism of acetal chemistry started with radiolabeled benzaldehyde, wherein theoxygen of the aldehyde was replaced with its heavier isotope oxygen-18 (180). The radiolabeled aldehyde wastreated with non-radiolabeled n-butyl alcohol in the presence of strong acid catalyst as shown in the completereaction equation shown below, without radiolabeling in the products. Based on your knowledge of the reactionmechanism, circle any oxygen atom(s) in the products shown that should be radiolabeled, and explain your logicin one sentence,180НО.+ H20H* cat.

In this reaction benzaldehyde is reacted with n-butyl alcohol in the catalytic acidic medium , which…

c. A landmark study into the mechanism of acetal chemistry started with radiolabeled benzaldehyde, wherein the oxygen of the aldehyde was replaced with its heavier isotope oxygen-18 (1®O). The radiolabeled aldehyde was treated with non-radiolabeled n-butyl alcohol in the presence of strong acid catalyst as shown in the complete reaction equation shown below, without radiolabeling in the products. Based on your knowledge of the reaction mechanism, circle any oxygen atom(s) in the products shown that should be radiolabeled, and explain your logic in one sentence. Но. `H + H20 H* cat.

c. A landmark study into the mechanism of acetal chemistry started with radiolabeled benzaldehyde, wherein the oxygen of the aldehyde was replaced with its heavier isotope oxygen-18 (1®O). The radiolabeled aldehyde was treated with non-radiolabeled n-butyl alcohol in the presence of strong acid catalyst as shown in the complete reaction equation shown below, without radiolabeling in the products. Based on your knowledge of the reaction mechanism, circle any oxygen atom(s) in the products shown that should be radiolabeled, and explain your logic in one sentence. Но. `H + H20 H* cat.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.36P

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