vmelkon
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Reducing 2-butanone to 2-butanol
Hello,
I was looking into how 2-butanone can be converted into 2-butanol.
Looks like sodium borohydride could be used but I don't have it and it is very expensive. On top of that, I could not produce sodium borohydride.
There is also lithium aluminum hydride but this is also hard to get + expensive + hard to produce.
Are there other substances that could be used?
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smaerd
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Yes, if you don't mind the racemic product. This can be done via electrochemistry. Edit - Zinc electrodes seem to be the way to go 40% yield isn't bad
considering how cheap electrons are.
I have an article which I have no idea where I found it, so I will upload it. "THE ELECTROLYTIC REDUCTION OF METHYL ETHYL KETONE TO sec-BUTYL ALCOHOL
AND n-BUTANE", SHERLOCK SWANN, JR., R. W. BENOLIEL, L. R. LYONS 4 AND W. H. PAHL.
I hope this helps. I planned to run this experiment years back but could not get a hold of methyl ethyl ketone :/. If you do this can you please
report back what you find.
Attachment: Electrolytic Reduction of Methyl Ethyl Ketone.pdf (528kB)
This file has been downloaded 778 times
[Edited on 22-5-2015 by smaerd]
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AvBaeyer
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You might also consider a baker's yeast reduction. If it works, it will in all likelihood give a single enantiomer if that is important.
Plenty of information exists on this type of reduction if you do the search.
AvB
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CuReUS
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this thread will help you.many reducing agents for reducing carbonyl group to alcohol were discussed.take your pick
http://www.sciencemadness.org/talk/viewthread.php?tid=17051
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vmelkon
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Thanks guys.
As for smaerd's pdf document what is carbinol? I assumed they are talking about methanol while reading it but then I saw this line
"The boiling point of the pure carbinol is 99.5-100 C".
(((((http://www.thefreedictionary.com/carbinol
1. See methanol.
2. An alcohol derived from methanol.))))
It's suppose to be some magical mystery product?
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DraconicAcid
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Quote: Originally posted by vmelkon  | Thanks guys.
As for smaerd's pdf document what is carbinol? I assumed they are talking about methanol while reading it but then I saw this line
"The boiling point of the pure carbinol is 99.5-100 C".
(((((http://www.thefreedictionary.com/carbinol
1. See methanol.
2. An alcohol derived from methanol.))))
It's suppose to be some magical mystery product? |
Carbinol is basically a synonym for alcohol. If you want to refer to 2-butanone as "methyl ethyl ketone", then it's consistent to refer to 2-butanol
as "methyl ethyl carbinol" (i.e., a methanol with a methyl and an ethyl substituent), and that's "the carbinol" that you've made.
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
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