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Electrocatalytic Hydrogenation
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MargaretThatcher

Joined: 16 Feb 2005
Posts: 142
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Tue May 24, 2005 5:19 am
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Following the excellent posts on electrosynthesis by Bumblebee, I've been thinking about the 'Festerlytic' catalytic hydrogenation of ephedrine to methedrine. This is not a direct electroreduction: instead, both hydrogen and ephedrine are adsorbed onto the cathode at high concentrations, permitting reductive hydrogenation at room temp. and pressure.

This is a short paper dealing with this subject and benzene:
http://rapidshare.de/files/1942963/Electrocatalytic_hydrogenation_study.pdf.html

From what I can tell, the electrode requirements are a bit more complicated than for straight electroreduction. Factors such as hydrogen adsorption and ephedrine adsorption are important. This is perhaps why Fester chose palladium for his working electrode - it readily adsorbs hydrogen.

There might be other electrode materials that are suitable for this too.

Edit: This paper (Portuguese) mentions several substitutes for Pd, Pt etc.

http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422004000200021

And includes this:



Whereby a Fe working electrode is used with a sacrificial Ni counter electrode. The deposition of Ni on the working electrode helps stop poisoning as the reaction progresses.

Cu is mentioned here:

http://www.ioc.ac.ru/Labs/Lab.9/Ref.9,2.htm

and it seems that several low hydrogen overpotential metals will make good electrodes.

Edit2: The use of a Ni counter electrode permits the use of an undivided cell - I suppose because the Ni is preferrentially oxidised, rather than the hydrogenated product.


Last edited by MargaretThatcher on Tue May 24, 2005 4:41 pm; edited 1 time in total
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java
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Joined: 07 Feb 2005
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Location: The Mexican Republic
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Tue May 24, 2005 5:56 am
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Because of the temporary status for the existance of the above mentioned article in rapidhsare, it has been placed in a more permanent host to make sure it's available 30 days from now, when a new member finds this thread and wants to read the article......java

Direct Link URL: http://home.ripway.com/2005-1/247174/Electrocatalytic_hydrogenation_study.pdf
Alternate URL: http://host.picturewizard.com/2005-1/247174/Electrocatalytic_hydrogenation_study.pdf
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MargaretThatcher

Joined: 16 Feb 2005
Posts: 142
4420.96 Points

Tue May 24, 2005 4:30 pm
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Thanka java.

It looks like Vitus has been here already:

https://www.synthetikal.com/hiveboard/novel/000491788.html
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