cuti_pie75
Harmless
Posts: 1
Registered: 20-11-2004
Member Is Offline
Mood: No Mood
|
|
Please help with oxydation mecanism
Hi,
It's been quite some time now i've spent on figuring out the mecanism of the oxydation of toluene with KMnO4 to give benzoic acid. My
problem is i dunno how exactly the MnO4 attacks the hydrogen on the aliphatic chain. So, if anyone can help me figure out the first steps of which O
on MnO4 will attack, that'll be great! (fingers crossed) 
|
|
|
solo
International Hazard
Posts: 3975
Registered: 9-12-2002
Location: Estados Unidos de La Republica Mexicana
Member Is Offline
Mood: ....getting old and drowning in a sea of knowledge
|
|
Ref: Oxydation Mechanism
You might trying to read this thread........
" Benzene synthesis" , find it on the search function, it also has some patents and other methods......solo
Edited: I read benzene ....but clearly its benzoic acid....my error.....solo
[Edited on 21-11-2004 by solo]
It's better to die on your feet, than live on your knees....Emiliano Zapata.
|
|
|
frogfot
Hazard to Others
Posts: 212
Registered: 30-11-2002
Location: Sweden
Member Is Offline
Mood: happy
|
|
I thoat this type of oxidations are not fully studied.. or maby I'm lagging on this one..
Maby there are some new articles regarding this.
Seen only the mechanism of oxidation of a double bond by MnO4-.
|
|
|
BromicAcid
International Hazard
Posts: 3246
Registered: 13-7-2003
Location: Wisconsin
Member Is Offline
Mood: Rock n' Roll
|
|
All I remember from my organic chemistry class about this reaction was the teacher saying "I know that the first thing you think of is a pac-man
type reaction, eating its way down the chain and leaving you with the carboxylic acid, but there is actually much more to it."
And yes, it was to my understanding too that this reaction was not fully understood.
|
|
|
Esplosivo
Hazard to Others
Posts: 491
Registered: 7-2-2004
Location: Mediterranean
Member Is Offline
Mood: Quantized
|
|
Since we're at it, does anybody know if the oxidation of toluene, and other alkylarenes, is carried out only by alkaline Permanganate? Can it be
carried out by acidic permanganate? I'm asking about this because I do not have toluene (not that easy to find where I live) and cannot therefore
carry out the above reactions. Thanks for the help.
[Edited on 21-11-2004 by Esplosivo]
Theory guides, experiment decides.
|
|
|
unionised
International Hazard
Posts: 5126
Registered: 1-11-2003
Location: UK
Member Is Offline
Mood: No Mood
|
|
"You might trying to read this thread........
" Benzene synthesis" , find it on the search function, it also has some patents and other methods......solo "
You might, indeed, try reading that thread.
I did, I couldn't find anything about the reaction mechanism so I can't help wondering why Solo posted that message.
|
|
|
solo
International Hazard
Posts: 3975
Registered: 9-12-2002
Location: Estados Unidos de La Republica Mexicana
Member Is Offline
Mood: ....getting old and drowning in a sea of knowledge
|
|
Ref: Oxydation Mechanism
Then this might suffice as to the explanation of the mechanism of oxidation of toluene as an alkyl side chain of benzene......solo
Attachment: - CHEMISTRY OF BENZENE- ELECTROPHILIC AROMATIC SUBSTITUTION.pdf (48kB)
This file has been downloaded 1226 times
It's better to die on your feet, than live on your knees....Emiliano Zapata.
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
