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?
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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 2 hours ago
Kemono ChenKemono Chen
1184
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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 2 hours ago
Kemono ChenKemono Chen
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.
$endgroup$
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 2 hours ago
Kemono ChenKemono Chen
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.
$endgroup$
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 2 hours ago
Kemono ChenKemono Chen
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.
asked 2 hours ago
Kemono ChenKemono Chen
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.
asked 2 hours ago
Kemono ChenKemono Chen
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.
asked 2 hours ago
Kemono ChenKemono Chen
1184
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.
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1 Answer
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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
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$begingroup$
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 |
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