vinda
Harmless
Posts: 1
Registered: 13-11-2013
Member Is Offline
Mood: No Mood
|
|
Oxidation of 2-octanol or 2-octanone to hexanoic acid
Dear all
I am trying on air / aerobic oxidation of Oxidation of 2-octanol or 2-octanone to hexanoic acid without using nitric acid.
do you have suggestions
|
|
|
bbartlog
International Hazard
Posts: 1139
Registered: 27-8-2009
Location: Unmoored in time
Member Is Offline
Mood: No Mood
|
|
How would that even work? Assuming you cleave the final carbon and oxidize the remaining chain (via the haloform reaction, maybe), you still have
heptanoic acid, which is one carbon atom longer than what you're aiming for.
The less you bet, the more you lose when you win.
|
|
|
blogfast25
International Hazard
Posts: 10562
Registered: 3-2-2008
Location: Neverland
Member Is Offline
Mood: No Mood
|
|
Can't work, belongs in organics section.
|
|
|
Nicodem
|
Thread Moved
13-11-2013 at 07:01 |
Nicodem
Super Moderator
Posts: 4230
Registered: 28-12-2004
Member Is Offline
Mood: No Mood
|
|
I cannot say it can work because I did not bother checking the literature, but it might work by the Willgerodt-Kindler reaction followed by the
thioamide hydrolysis. There are other ways, but none is really practical, certainly not for something so simple and cheap.
PS: Vinda, please read the forum guidelines. Threads opened without any reference belong to the Beginnings section.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
|
|
|
eidolonicaurum
Hazard to Self
Posts: 71
Registered: 2-1-2014
Location: Area 51
Member Is Offline
Mood: Hydric
|
|
Air is not a sufficiently powerful oxidising agent to oxidise a ketone to a carboxylic acid. You would need a much, much more powerful oxidising
agent.
In order to convert the heptanoic acid formed into hexanoic, you could to a Hofmann reduction.
|
|
|
![[*]](images/xpblue/default_icon.gif){kind=icon}
