artemov
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 181
Registered: 22-8-2018
Member Is Offline
|
|
2-butanol from Butanone (MEK)
Just wondering if there is a relatively simple and not too expensive way to make 2-butanol from butanone (MEK, of which I have litres)?
I googled "butanol from butanone" and its various permutations, and I mostly get the reverse process, making butanone from 2-butanol by oxidation,
except for one using LiAlH4.
|
|
Corrosive Joeseph
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 915
Registered: 17-5-2015
Location: The Other Place
Member Is Offline
Mood: Cyclic
|
|
NaBH4....
/CJ
Being well adjusted to a sick society is no measure of one's mental health
|
|
Aqua-regia1
Harmless
Posts: 33
Registered: 9-12-2006
Member Is Offline
Mood: No Mood
|
|
You can do hydrogenation of MEK to butene in fix bed reactor over Cu-zeolite. Hard job for beginner.
https://krex.k-state.edu/dspace/handle/2097/39274
I would preparing it via Grignard (ethylmagnesiumbromide) and acetaldehyde, solvent THF or ether. Easy peasy for experienced org. chemist. You can
find a lot of preparing formula.
|
|
artemov
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 181
Registered: 22-8-2018
Member Is Offline
|
|
Hi Corrosive Joeseph! ... I watched your dimethyglyoxime video and was actually thinking of making 2-butanol from MEK to make 2-butyl nitrite! Both
1-butanol and 2-butanol are not easily available here.
Unfortunately I also can't get the hydrides easily (and cheaply ) ...
|
|
Corrosive Joeseph
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 915
Registered: 17-5-2015
Location: The Other Place
Member Is Offline
Mood: Cyclic
|
|
Eh, er, what.....? No, definitely wasn't me.
Well, NaBH4 is by far the best reductant for carbonyl to alcohol.
You only think you can't get any, sure you can, there must be 4 or 5 guys on here selling it right now.
IMO your only other option is a messy dissolving metal and acid reduction, but this will probably yield in the 50-60% range, the NaBH4 reduction
should be up in the 80's I do think.
'Reduction of C=X to CHXH by Dissolving Metals and Related Methods - J.W. Huffman'
https://www.sciencemadness.org/whisper/files.php?pid=647822&...
/CJ
Being well adjusted to a sick society is no measure of one's mental health
|
|
artemov
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 181
Registered: 22-8-2018
Member Is Offline
|
|
Quote: Originally posted by Corrosive Joeseph ![](images/xpblue/lastpost.gif) |
Eh, er, what.....? No, definitely wasn't me.
Well, NaBH4 is by far the best reductant for carbonyl to alcohol.
You only think you can't get any, sure you can, there must be 4 or 5 guys on here selling it right now.
IMO your only other option is a messy dissolving metal and acid reduction, but this will probably yield in the 50-60% range, the NaBH4 reduction
should be up in the 80's I do think.
'Reduction of C=X to CHXH by Dissolving Metals and Related Methods - J.W. Huffman'
https://www.sciencemadness.org/whisper/files.php?pid=647822&...
/CJ
|
Oops sorry ... and thanks ... it's not cost effective. I think I'll just stick to the lower alcohols.
The video in question (Corrosive Chemistry) ![:P](./images/smilies/tongue.gif)
https://www.youtube.com/watch?v=nZsheQlNAeg
|
|
Tsjerk
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 3027
Registered: 20-4-2005
Location: Netherlands
Member Is Offline
Mood: Mood
|
|
It is mentioned in the video you can use any nitrite ester.
|
|
Fery
International Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 1009
Registered: 27-8-2019
Location: Czechoslovakia
Member Is Offline
|
|
artemov - you googled ![;)](./images/smilies/wink.gif)
but did you search sciencemadness forum?
http://www.sciencemadness.org/talk/viewthread.php?tid=20317
|
|
artemov
Hazard to Others
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 181
Registered: 22-8-2018
Member Is Offline
|
|
I find IPN a bit hard to handle due to its low bp. So I was thinking maybe 2-butyl nitrite would be better.
Nice one! Thanks!
IPA + MEK -> Acetone + 2-butanol
Just need to find the right catalyst and the right conditions.
[Edited on 14-11-2020 by artemov]
|
|
njl
National Hazard
![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif) ![*](images/xpblue/star.gif)
Posts: 609
Registered: 26-11-2019
Location: under the sycamore tree
Member Is Offline
Mood: ambivalent
|
|
I think Thiourea dioxide can reduce carbonyls to alcohols.
|
|
ArbuzToWoda
Hazard to Self
![*](images/xpblue/star.gif)
Posts: 98
Registered: 15-7-2020
Member Is Offline
|
|
By itself? Are you sure? Maybe activated, like described here: https://patents.google.com/patent/US4610802A/en
|
|