Mechanism of the formation of peracetic acid Unicorn Meta Zoo #1: Why another podcast? ...
Stretch a Tikz tree
Why I cannot instantiate a class whose constructor is private in a friend class?
Processing ADC conversion result: DMA vs Processor Registers
What's called a person who works as someone who puts products on shelves in stores?
"Working on a knee"
Is it appropriate to mention a relatable company blog post when you're asked about the company?
What is the definining line between a helicopter and a drone a person can ride in?
Israeli soda type drink
Suing a Police Officer Instead of the Police Department
Is there a possibility to generate a list dynamically in Latex?
Can gravitational waves pass through a black hole?
Like totally amazing interchangeable sister outfit accessory swapping or whatever
What do you call an IPA symbol that lacks a name (e.g. ɲ)?
What is the purpose of the side handle on a hand ("eggbeater") drill?
Married in secret, can marital status in passport be changed at a later date?
Will I be more secure with my own router behind my ISP's router?
What *exactly* is electrical current, voltage, and resistance?
Why aren't road bicycle wheels tiny?
All ASCII characters with a given bit count
Where/What are Arya's scars from?
How long can a nation maintain a technological edge over the rest of the world?
RIP Packet Format
Are these square matrices always diagonalisable?
Is it OK if I do not take the receipt in Germany?
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 $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ 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
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 $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ 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
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 $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ 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
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 $$ce{H2O2 + CH3COOH ⇌ CH3COOOH + H2O}$$ 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
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 58 mins 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 58 mins 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 58 mins 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 58 mins 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 58 mins ago
ringoringo
20.3k559112
answered 58 mins ago
ringoringo
20.3k559112
answered 58 mins ago
ringoringo
20.3k559112
answered 58 mins 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
