Sciencemadness Discussion Board

Does this reaction actually occur?

kch - 4-8-2013 at 15:05

I saw this on Rhodium, does the reduction actually occur? I thought it only occurs with hydrogenation.



plante1999 - 4-8-2013 at 15:06

cookery.

kch - 4-8-2013 at 15:18

Quote: Originally posted by plante1999  
cookery.

Only interested in alkene reduction, couldn't give less of a fuck about the product or the rest of the reaction

turd - 4-8-2013 at 21:32

Quote: Originally posted by kch  
I saw this on Rhodium

Then why didn't you post the reference? Are we supposed to search for it?
Quote:
does the reduction actually occur?

You posted a reduction and an oxidation, what do you mean?

Yes, the reduction using the NaBH4/ethanol system works on nitrostyrenes with close to quantitative yields:
https://www.erowid.org/archive/rhodium/chemistry/2cb.beaker....
https://www.erowid.org/archive/rhodium/chemistry/nitrostyren...
https://www.erowid.org/archive/rhodium/chemistry/345-meo-ns....
Therefore I think it will also work on nitropropenes, though I haven't tried it.

Next time be more concise.

Quote:
cookery

If you have nothing constructive to add, kindly fuck off.

plante1999 - 4-8-2013 at 22:00

Yes, I will go away as you said in more brute and vulgar words.

Please take time to write in a more polite way next time, such a reaction could make someone think you are related to illegal recreative drug synthesis.

turd - 4-8-2013 at 22:38

Well, sorry for being too harsh for your tastes, but it seems to me this is the only language you whiners understand.

Fact is: you decided to derail a thread with a perfectly legit - though improperly asked - question on chemistry. Counting this reply we now have two posts on chemistry and four off-topic posts (which should be moved elsewhere). You are obviously not interested in the chemistry and work against the cause of the organic chemistry subforum.

PS: I don't see anything wrong with recreation. Some people go to church, some take a line of speed and some work until they drop dead. It's everyone's personal decision and none of your business.

[Edited on 5-8-2013 by turd]

kch - 5-8-2013 at 06:46

I was referring to the alkene reduction. Sorry for being unclear. I later found this
https://www.erowid.org/archive/rhodium/chemistry/nitroalkene...

Could someone explain the mechanism as to how this works?

bfesser - 5-8-2013 at 10:56

<img src="../scipics/_warn.png" /> <strong>plante1999</strong> & <strong>turd</strong>; cool it! No more arguing on this; further flaming will be removed. You're both at fault. Any further discussion must be on-topic. <img src="../scipics/_warn.png" />

<strong>plante1999</strong>, if you have nothing constructive to say, say nothing at all. Also, one word posts are generally not acceptable.

<strong>kch</strong>:
  • <strong>Reduction of nitroalkenes to nitroalkanes with aqueous sodium borohydride.</strong> A.I. Meyers, J.C. Sircar. <em>J. Org. Chem.</em>, <strong>1967</strong>, 32 (12), pp 4134–4136. DOI: <a href="http://dx.doi.org/10.1021/jo01287a116" target="_blank">10.1021/jo01287a116</a> <img src="../scipics/_ext.png" />
  • <strong>The Reduction of α,β-Unsaturated Nitroalkenes to Nitroalkanes with Borohydride Supported on an Ion Exchange Resin</strong>. N.M. Goudgaon, P.P. Wadgaonkar, G.W. Kabalka. <em>Syn. Comm.</em> Volume 19, Issue 5-6, 1989, pages 805-811. DOI: <a href="http://dx.doi.org/10.1080/00397918908050997" target="_blank">10.1080/00397918908050997</a> <img src="../scipics/_ext.png" />

    <a href="viewthread.php?tid=25035&page=3#pid294797">[papers requested]</a>

    [Edited on 5.8.13 by bfesser]