Doesnt CRO3 reduce primary alcohols to COOH?

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sw1sschez

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This answer is from Destroyer. But I thought that the major product was COOH and that the minor product was a aldehyde. Am I missing something?

Also, if a Phenyl group is attached to a ethyl group. What would be the product if the reagent was K2Cr2O7? Is it the phenyl group, then a CH2, and then the COOH at the end OR is it just COOH and the phenyl group?

Okay, one more thing, when is a phenyl a phenyl and not a benzyl? I dont know when the terms are used and how. Thanks. Awaiting for some answers.

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sw1sschez said:
This answer is from Destroyer. But I thought that the major product was COOH and that the minor product was a aldehyde. Am I missing something?

Also, if a Phenyl group is attached to a ethyl group. What would be the product if the reagent was K2Cr2O7? Is it the phenyl group, then a CH2, and then the COOH at the end OR is it just COOH and the phenyl group?

Okay, one more thing, when is a phenyl a phenyl and not a benzyl? I dont know when the terms are used and how. Thanks. Awaiting for some answers.

cro3.JPG
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First of all, CrO4 K2CrO4 and KMnO4 are oxidizing agents, not reducing agents (like PCC), just so you have terminology straight 😳

CrO4 is an oxidizing agent, but it isn't as strong as KmNO4, so it will only oxidize a secondary carbon to an aldehyde.

KMnO4 / K2CrO4 are a really strong oxidizing agent, so they will oxidize the methyl group all the way to a Carboxylic acid.

as for your last question, let me look it up, i don't recall (braindump aftter the dat)
 
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hajibandeh said:
First of all, CrO4 K2CrO4 and KMnO4 are oxidizing agents, not reducing agents (like PCC), just so you have terminology straight 😳

PCC is an oxidizing reagent.

CrO4 is an oxidizing agent, but it isn't as strong as KmNO4, so it will only oxidize a secondary carbon to an aldehyde.

CrO4 is actually a strong oxidizing reagent.

KMnO4 / K2CrO4 are a really strong oxidizing agent, so they will oxidize the methyl group all the way to a Carboxylic acid.

as for your last question, let me look it up, i don't recall (braindump aftter the dat)
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CrO3 is a mild oxidant. CrO3 in concentrated sulfuric acid (Jones reagent) is a strong oxidant.
 
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Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only CrO3 or jones reagent


Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
Just thought I would help you out. Disregard the previous response. I think ur confused because you don't really know what PCC is. PCC stands for pyridinium chlorochromate, which is composed of the reagents you are given, pyridine, CH2Cl2 and CrO3. So, this is PCC. So it doesn't overoxidize primary alchohols into carboxylic acids, instead they are kept to aldehydes. But yea u understand it correctly, it would be overoxidized to a carboxylic acid if given only jones reagent.
As far as

Phenyl is R-benzene ring
Benzyl is R-CH2-benzene ring
ex: phenol is HO-benzene ring and benzylalcholol is HO-CH2-benzene ring
 
Upvote 0 Downvote
MY bad this is what happens when ur browser gets stuck at 2:30 in the morning and you keep on clicking, hahahha
 
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Thanks guys. Yeah, I didnt know PCC was made from CRO3, CH2CL2, AND PYRIDINE; I did know that it couldnt oxidize all the way to COOH.

Does KMNO4/K2CrO4 only oxidize primary carbons to COOH?
 
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