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?
Where to find documentation for `whois` command options?
Suing a Police Officer Instead of the Police Department
false 'Security alert' from Google - every login generates mails from 'no-reply@accounts.google.com'
What is the ongoing value of the Kanban board to the developers as opposed to management
Simulate round-robin tournament draw
Stretch a Tikz tree
Why I cannot instantiate a class whose constructor is private in a friend class?
How would it unbalance gameplay to rule that Weapon Master allows for picking a fighting style?
Has a Nobel Peace laureate ever been accused of war crimes?
What to do with someone that cheated their way though university and a PhD program?
Is Bran literally the world's memory?
Why does Java have support for time zone offsets with seconds precision?
Why do people think Winterfell crypts is the safest place for women, children & old people?
Is it OK if I do not take the receipt in Germany?
/bin/ls sorts differently than just ls
My admission is revoked after accepting the admission offer
How did Elite on the NES work?
How long can a nation maintain a technological edge over the rest of the world?
Why does the Cisco show run command not show the full version, while the show version command does?
When I export an AI 300x60 art board it saves with bigger dimensions
Raising a bilingual kid. When should we introduce the majority language?
Will I be more secure with my own router behind my ISP's router?
Like totally amazing interchangeable sister outfit accessory swapping or whatever
What does the black goddess statue do and what is it?
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?
$begingroup$
Wikipedia says that the equilibrium $$ceH2O2 + CH3COOH ⇌ CH3COOOH + H2O$$ occurs. What is its mechanism?
The following is my speculation.
The first possibility is that $ceCH3COOH$ is protonated into $ceCH3CO(OH2)+$ because of the strong acid condition and then turns into $ceCH3C+O$. Because the oxygen atom in $ceH2O2$ is electron rich, it will bond with the carbon atom with positive charge to form $ceCH3C(=O)O(OH+)H$ and then peracetic acid is formed by deprotonation.
The second one is that the oxygen atom in $ceH2O2$ attacks the carbon atom in $ceMeCOOH$, then the $ceOH$ in $ceCOOH$ 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
asked 1 hour ago
Kemono ChenKemono Chen
1134
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.
$endgroup$
add a comment |
$begingroup$
Wikipedia says that the equilibrium $$ceH2O2 + CH3COOH ⇌ CH3COOOH + H2O$$ occurs. What is its mechanism?
The following is my speculation.
The first possibility is that $ceCH3COOH$ is protonated into $ceCH3CO(OH2)+$ because of the strong acid condition and then turns into $ceCH3C+O$. Because the oxygen atom in $ceH2O2$ is electron rich, it will bond with the carbon atom with positive charge to form $ceCH3C(=O)O(OH+)H$ and then peracetic acid is formed by deprotonation.
The second one is that the oxygen atom in $ceH2O2$ attacks the carbon atom in $ceMeCOOH$, then the $ceOH$ in $ceCOOH$ 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
asked 1 hour ago
Kemono ChenKemono Chen
1134
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.
$endgroup$
add a comment |
$begingroup$
Wikipedia says that the equilibrium $$ceH2O2 + CH3COOH ⇌ CH3COOOH + H2O$$ occurs. What is its mechanism?
The following is my speculation.
The first possibility is that $ceCH3COOH$ is protonated into $ceCH3CO(OH2)+$ because of the strong acid condition and then turns into $ceCH3C+O$. Because the oxygen atom in $ceH2O2$ is electron rich, it will bond with the carbon atom with positive charge to form $ceCH3C(=O)O(OH+)H$ and then peracetic acid is formed by deprotonation.
The second one is that the oxygen atom in $ceH2O2$ attacks the carbon atom in $ceMeCOOH$, then the $ceOH$ in $ceCOOH$ 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
asked 1 hour ago
Kemono ChenKemono Chen
1134
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 $$ceH2O2 + CH3COOH ⇌ CH3COOOH + H2O$$ occurs. What is its mechanism?
The following is my speculation.
The first possibility is that $ceCH3COOH$ is protonated into $ceCH3CO(OH2)+$ because of the strong acid condition and then turns into $ceCH3C+O$. Because the oxygen atom in $ceH2O2$ is electron rich, it will bond with the carbon atom with positive charge to form $ceCH3C(=O)O(OH+)H$ and then peracetic acid is formed by deprotonation.
The second one is that the oxygen atom in $ceH2O2$ attacks the carbon atom in $ceMeCOOH$, then the $ceOH$ in $ceCOOH$ 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
organic-chemistry reaction-mechanism
asked 1 hour ago
Kemono ChenKemono Chen
1134
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 1 hour ago
Kemono ChenKemono Chen
1134
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 1 hour ago
Kemono ChenKemono Chen
1134
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 1 hour ago
Kemono ChenKemono Chen
1134
asked 1 hour ago
Kemono ChenKemono Chen
1134
1134
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.
add a comment |
add a comment |
1 Answer
1
active
oldest
votes
$begingroup$
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.
answered 1 hour ago
ringoringo
20.3k559112
$endgroup$
add a comment |
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.
Sign up or log in
StackExchange.ready(function ()
StackExchange.helpers.onClickDraftSave('#login-link');
);
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
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
$begingroup$
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.
answered 1 hour ago
ringoringo
20.3k559112
$endgroup$
add a comment |
$begingroup$
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.
answered 1 hour ago
ringoringo
20.3k559112
$endgroup$
add a comment |
$begingroup$
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.
answered 1 hour ago
ringoringo
20.3k559112
$endgroup$
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.
answered 1 hour ago
ringoringo
20.3k559112
answered 1 hour ago
ringoringo
20.3k559112
answered 1 hour ago
ringoringo
20.3k559112
answered 1 hour ago
ringoringo
20.3k559112
20.3k559112
add a comment |
add a comment |
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.
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.
Sign up or log in
StackExchange.ready(function ()
StackExchange.helpers.onClickDraftSave('#login-link');
);
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
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
Sign up or log in
StackExchange.ready(function ()
StackExchange.helpers.onClickDraftSave('#login-link');
);
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
Sign up or log in
StackExchange.ready(function ()
StackExchange.helpers.onClickDraftSave('#login-link');
);
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Post as a guest
Required, but never shown
Sign up or log in
StackExchange.ready(function ()
StackExchange.helpers.onClickDraftSave('#login-link');
);
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
Sign up using Google
Sign up using Facebook
Sign up using Email and Password
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
