Mechanism of the formation of peracetic acid Unicorn Meta Zoo #1: Why another podcast? ...

My admission is revoked after accepting the admission offer

How would you suggest I follow up with coworkers about our deadline that's today?

How do I deal with an erroneously large refund?

What is the evidence that custom checks in Northern Ireland are going to result in violence?

Is it accepted to use working hours to read general interest books?

In search of the origins of term censor, I hit a dead end stuck with the greek term, to censor, λογοκρίνω

Marquee sign letters

Page Layouts : 1 column , 2 columns-left , 2 columns-right , 3 column

Arriving in Atlanta after US Preclearance in Dublin. Will I go through TSA security in Atlanta to transfer to a connecting flight?

Coin Game with infinite paradox

How can I wire a 9-position switch so that each position turns on one more LED than the one before?

Are these square matrices always diagonalisable?

Mechanism of the formation of peracetic acid

What's parked in Mil Moscow helicopter plant?

Why isPrototypeOf() returns false?

Does using the Inspiration rules for character defects encourage My Guy Syndrome?

Did war bonds have better investment alternatives during WWII?

Will I lose my paid in full property

Is it appropriate to mention a relatable company blog post when you're asked about the company?

Does a Draconic Bloodline sorcerer's doubled proficiency bonus for Charisma checks against dragons apply to all dragon types or only the chosen one?

What is a 'Key' in computer science?

What is a good proxy for government quality?

Was Objective-C really a hindrance to Apple software development?

Bright yellow or light yellow?



Mechanism of the formation of peracetic acid



Unicorn Meta Zoo #1: Why another podcast?
Announcing the arrival of Valued Associate #679: Cesar Manara
2019 Moderator Election Q&A - Question CollectionFormation of peracetic acid from acetic acid and hydrogen peroxide and its stability in their presenceIs this the correct mechanism of the formation of the nitronium (NO2+) ion from sodium nitrate and sulfuric acid?Diethyl Ether reaction mechanism1-5 dicarboxylic acid to lactone with SOCl2?Mechanism of substitution reaction with no change in stereochemistryMechanism of Fisher esterification: Does the carboxylic acid gives off OH- or H+?Why does the proton transfer from the oxygen to the nitrogen atom in imine formation not occur through an intramolecular process?NGP mechanism vs the simple carbocation mechanismAcid Catalysed Ring Expansion – Mechanism?Role of solvents in ozonolysis and oz0nolysis of alkynes with waterWhy does Oxygen act as Nucleophile over here?












3












$begingroup$


Wikipedia says that the equilibrium $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ occurs. What is its mechanism?

The following is my speculation.



The first possibility is that $ce{CH3COOH}$ is protonated into $ce{CH3CO(OH2)+}$ because of the strong acid condition and then turns into $ce{CH3C+O}$. Because the oxygen atom in $ce{H2O2}$ is electron rich, it will bond with the carbon atom with positive charge to form $ce{CH3C(=O)O(OH+)H}$ and then peracetic acid is formed by deprotonation.

The second one is that the oxygen atom in $ce{H2O2}$ attacks the carbon atom in $ce{MeCOOH}$, then the $ce{OH}$ in $ce{COOH}$ and
one of the $ce H$ in $ce {H2O2}$ leave.



Is the mechanism above right or not? If it is not, what's the correct one?



P.S. (this question does not answer my question)










share|improve this question







New contributor




Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
Check out our Code of Conduct.







$endgroup$

















    3












    $begingroup$


    Wikipedia says that the equilibrium $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ occurs. What is its mechanism?

    The following is my speculation.



    The first possibility is that $ce{CH3COOH}$ is protonated into $ce{CH3CO(OH2)+}$ because of the strong acid condition and then turns into $ce{CH3C+O}$. Because the oxygen atom in $ce{H2O2}$ is electron rich, it will bond with the carbon atom with positive charge to form $ce{CH3C(=O)O(OH+)H}$ and then peracetic acid is formed by deprotonation.

    The second one is that the oxygen atom in $ce{H2O2}$ attacks the carbon atom in $ce{MeCOOH}$, then the $ce{OH}$ in $ce{COOH}$ and
    one of the $ce H$ in $ce {H2O2}$ leave.



    Is the mechanism above right or not? If it is not, what's the correct one?



    P.S. (this question does not answer my question)










    share|improve this question







    New contributor




    Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
    Check out our Code of Conduct.







    $endgroup$















      3












      3








      3





      $begingroup$


      Wikipedia says that the equilibrium $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ occurs. What is its mechanism?

      The following is my speculation.



      The first possibility is that $ce{CH3COOH}$ is protonated into $ce{CH3CO(OH2)+}$ because of the strong acid condition and then turns into $ce{CH3C+O}$. Because the oxygen atom in $ce{H2O2}$ is electron rich, it will bond with the carbon atom with positive charge to form $ce{CH3C(=O)O(OH+)H}$ and then peracetic acid is formed by deprotonation.

      The second one is that the oxygen atom in $ce{H2O2}$ attacks the carbon atom in $ce{MeCOOH}$, then the $ce{OH}$ in $ce{COOH}$ and
      one of the $ce H$ in $ce {H2O2}$ leave.



      Is the mechanism above right or not? If it is not, what's the correct one?



      P.S. (this question does not answer my question)










      share|improve this question







      New contributor




      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.







      $endgroup$




      Wikipedia says that the equilibrium $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ occurs. What is its mechanism?

      The following is my speculation.



      The first possibility is that $ce{CH3COOH}$ is protonated into $ce{CH3CO(OH2)+}$ because of the strong acid condition and then turns into $ce{CH3C+O}$. Because the oxygen atom in $ce{H2O2}$ is electron rich, it will bond with the carbon atom with positive charge to form $ce{CH3C(=O)O(OH+)H}$ and then peracetic acid is formed by deprotonation.

      The second one is that the oxygen atom in $ce{H2O2}$ attacks the carbon atom in $ce{MeCOOH}$, then the $ce{OH}$ in $ce{COOH}$ and
      one of the $ce H$ in $ce {H2O2}$ leave.



      Is the mechanism above right or not? If it is not, what's the correct one?



      P.S. (this question does not answer my question)







      organic-chemistry reaction-mechanism






      share|improve this question







      New contributor




      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.











      share|improve this question







      New contributor




      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.









      share|improve this question




      share|improve this question






      New contributor




      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.









      asked 2 hours ago









      Kemono ChenKemono Chen

      1184




      1184




      New contributor




      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.





      New contributor





      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.






      Kemono Chen is a new contributor to this site. Take care in asking for clarification, commenting, and answering.
      Check out our Code of Conduct.






















          1 Answer
          1






          active

          oldest

          votes


















          2












          $begingroup$

          You are not too far off. It is somewhat of a mixture of the two mechanisms you proposed. The carbonyl oxygen is much more basic than the non-carbonyl oxygen and will be protonated preferentially. Then hydrogen peroxide can attack, and once the tetrahedral intermediate collapses, deprotonation yields peracetic acid.



          enter image description here






          share|improve this answer









          $endgroup$














            Your Answer








            StackExchange.ready(function() {
            var channelOptions = {
            tags: "".split(" "),
            id: "431"
            };
            initTagRenderer("".split(" "), "".split(" "), channelOptions);

            StackExchange.using("externalEditor", function() {
            // Have to fire editor after snippets, if snippets enabled
            if (StackExchange.settings.snippets.snippetsEnabled) {
            StackExchange.using("snippets", function() {
            createEditor();
            });
            }
            else {
            createEditor();
            }
            });

            function createEditor() {
            StackExchange.prepareEditor({
            heartbeatType: 'answer',
            autoActivateHeartbeat: false,
            convertImagesToLinks: false,
            noModals: true,
            showLowRepImageUploadWarning: true,
            reputationToPostImages: null,
            bindNavPrevention: true,
            postfix: "",
            imageUploader: {
            brandingHtml: "Powered by u003ca class="icon-imgur-white" href="https://imgur.com/"u003eu003c/au003e",
            contentPolicyHtml: "User contributions licensed under u003ca href="https://creativecommons.org/licenses/by-sa/3.0/"u003ecc by-sa 3.0 with attribution requiredu003c/au003e u003ca href="https://stackoverflow.com/legal/content-policy"u003e(content policy)u003c/au003e",
            allowUrls: true
            },
            onDemand: true,
            discardSelector: ".discard-answer"
            ,immediatelyShowMarkdownHelp:true
            });


            }
            });






            Kemono Chen is a new contributor. Be nice, and check out our Code of Conduct.










            draft saved

            draft discarded


















            StackExchange.ready(
            function () {
            StackExchange.openid.initPostLogin('.new-post-login', 'https%3a%2f%2fchemistry.stackexchange.com%2fquestions%2f114234%2fmechanism-of-the-formation-of-peracetic-acid%23new-answer', 'question_page');
            }
            );

            Post as a guest















            Required, but never shown

























            1 Answer
            1






            active

            oldest

            votes








            1 Answer
            1






            active

            oldest

            votes









            active

            oldest

            votes






            active

            oldest

            votes









            2












            $begingroup$

            You are not too far off. It is somewhat of a mixture of the two mechanisms you proposed. The carbonyl oxygen is much more basic than the non-carbonyl oxygen and will be protonated preferentially. Then hydrogen peroxide can attack, and once the tetrahedral intermediate collapses, deprotonation yields peracetic acid.



            enter image description here






            share|improve this answer









            $endgroup$


















              2












              $begingroup$

              You are not too far off. It is somewhat of a mixture of the two mechanisms you proposed. The carbonyl oxygen is much more basic than the non-carbonyl oxygen and will be protonated preferentially. Then hydrogen peroxide can attack, and once the tetrahedral intermediate collapses, deprotonation yields peracetic acid.



              enter image description here






              share|improve this answer









              $endgroup$
















                2












                2








                2





                $begingroup$

                You are not too far off. It is somewhat of a mixture of the two mechanisms you proposed. The carbonyl oxygen is much more basic than the non-carbonyl oxygen and will be protonated preferentially. Then hydrogen peroxide can attack, and once the tetrahedral intermediate collapses, deprotonation yields peracetic acid.



                enter image description here






                share|improve this answer









                $endgroup$



                You are not too far off. It is somewhat of a mixture of the two mechanisms you proposed. The carbonyl oxygen is much more basic than the non-carbonyl oxygen and will be protonated preferentially. Then hydrogen peroxide can attack, and once the tetrahedral intermediate collapses, deprotonation yields peracetic acid.



                enter image description here







                share|improve this answer












                share|improve this answer



                share|improve this answer










                answered 1 hour ago









                ringoringo

                20.3k559112




                20.3k559112






















                    Kemono Chen is a new contributor. Be nice, and check out our Code of Conduct.










                    draft saved

                    draft discarded


















                    Kemono Chen is a new contributor. Be nice, and check out our Code of Conduct.













                    Kemono Chen is a new contributor. Be nice, and check out our Code of Conduct.












                    Kemono Chen is a new contributor. Be nice, and check out our Code of Conduct.
















                    Thanks for contributing an answer to Chemistry Stack Exchange!


                    • Please be sure to answer the question. Provide details and share your research!

                    But avoid



                    • Asking for help, clarification, or responding to other answers.

                    • Making statements based on opinion; back them up with references or personal experience.


                    Use MathJax to format equations. MathJax reference.


                    To learn more, see our tips on writing great answers.




                    draft saved


                    draft discarded














                    StackExchange.ready(
                    function () {
                    StackExchange.openid.initPostLogin('.new-post-login', 'https%3a%2f%2fchemistry.stackexchange.com%2fquestions%2f114234%2fmechanism-of-the-formation-of-peracetic-acid%23new-answer', 'question_page');
                    }
                    );

                    Post as a guest















                    Required, but never shown





















































                    Required, but never shown














                    Required, but never shown












                    Required, but never shown







                    Required, but never shown

































                    Required, but never shown














                    Required, but never shown












                    Required, but never shown







                    Required, but never shown







                    Popular posts from this blog

                    El tren de la libertad Índice Antecedentes "Porque yo decido" Desarrollo de la...

                    Castillo d'Acher Características Menú de navegación

                    Connecting two nodes from the same mother node horizontallyTikZ: What EXACTLY does the the |- notation for...