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Author: Subject: Sober Etaoin Shrdlu Challenge #1 - OTC TEMPO
Metacelsus
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[*] posted on 1-5-2015 at 09:10


Thanks!

If I ever I get around to it (after finals, probably), I hope to do a more extensive writeup/compilation of my procedures in the Prepublication section.




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aga
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[*] posted on 1-5-2015 at 13:24


Excellent acceptance speech from the Winner.

Congratulations, Well done, and i look forward to the write-up.




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[*] posted on 7-5-2015 at 01:27


here is a good article for reducing the time of the reaction .quite similar to what CC did
http://www.sciencedirect.com/science/article/pii/00404039950...

[Edited on 7-5-2015 by CuReUS]
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[*] posted on 7-5-2015 at 02:10


UHP-tungstate oxidizes amines into hydroxylamines, while secondary amines are rearranged to nitrones (just like here http://www.sciencedirect.com/science/article/pii/S0040402010... ).
In case of TEMP the resulting product will be a non-rearranged hydroxylamine.
And here's an article about oxidation to hydroxylamine http://onlinelibrary.wiley.com/doi/10.1002/adsc.200505018/ab...

[Edited on 7-5-2015 by byko3y]
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[*] posted on 9-5-2015 at 02:22


in the search for alternate catalysts ,I found this patent where they use CO2.
http://www.google.com.ar/patents/US4247480
Quote:
The foregoing and other objects of the present invention have been attained by oxidizing a tertiary amine with hydrogen peroxide in the presence 0.01-2% by weight based on the amine of carbon dioxide (CO2) in the presence or the absence of an improver selected from the group consisting of ethylenediaminetetraacetic acid and its salts;
Suitable improvers include ethylenediaminetetraacetic acid and its salts, stanate such as sodium stanate; polyphosphates such as sodium pyrophosphate and tripolyphosphate; salts of hydroxycarboxylic acid such as sodium citrate; salts of polycarboxylic acid such as sodium oxalic acid.


another one uses flavin,peroxide and air for oxidation
http://pubs.acs.org/doi/abs/10.1021/jo980926d?journalCode=jo...
maybe flavin can be obtained from beef liver extract,but I am just guessing here:D
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[*] posted on 9-5-2015 at 02:23


in the search for alternate catalysts ,I found this patent where they use CO2.
http://www.google.com.ar/patents/US4247480
Quote:
The foregoing and other objects of the present invention have been attained by oxidizing a tertiary amine with hydrogen peroxide in the presence 0.01-2% by weight based on the amine of carbon dioxide (CO2) in the presence or the absence of an improver selected from the group consisting of ethylenediaminetetraacetic acid and its salts;
Suitable improvers include ethylenediaminetetraacetic acid and its salts, stanate such as sodium stanate; polyphosphates such as sodium pyrophosphate and tripolyphosphate; salts of hydroxycarboxylic acid such as sodium citrate; salts of polycarboxylic acid such as sodium oxalic acid.


another one uses flavin,peroxide and air for oxidation
http://pubs.acs.org/doi/abs/10.1021/jo980926d?journalCode=jo...
maybe flavin can be obtained from beef liver extract,but I am just guessing here:D
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Metacelsus
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[*] posted on 9-5-2015 at 14:16


My writeup is up in Prepublications.



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smaerd
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[*] posted on 10-5-2015 at 07:59


Cheddite if you ever need bands to run faster on a column due to your fine mesh size I have a little trick. I stick a eye dropper or pasteur pipette into a rubber stopper. I hook a hose to that stopper and then a 10mL syringe to the other end of the hose. I stick the rubber stopper into the column and pump air in periodically (never pull back on the syringe remove it to refill the air). It helps me a good deal where flash is not available.



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Metacelsus
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[*] posted on 10-5-2015 at 10:07


That's a pretty neat idea. I'll keep it in mind.



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