Post 464442 (missing)
(mescalito: "DOI - óñïåõ!", Russian HyperLab))… the synthesis was carried out afterhttps://www.thevespiary.org/rhodium/Rhodium/chemistry/doisynth.html (https://www.thevespiary.org/rhodium/Rhodium/chemistry/doisynth.html)
Post 453797 (missing)
(mescalito: "Íå äîæäàâøèñü îòâåòîâ è ñîâåòîâ, ñâèì ñäåëàë...", Russian HyperLab)Finally, notice how the procedure on Rhodium's states to add the compound to a mixture of I2/AgSO4 in EtOH. This order of reactants is important, as you should be adding your aromatic to the iodinating reagent.
AFAIK he did it that way in all of his syntheses.
But Antoncho says something different...
Into a RBF there were placed 60mls 96% EtOH, 700mg 2,5-DMA*1/2H2SO4 and all was mixed until full dissolution. Thence was added 1,46g iodine – and also stirred until all dissolved. Lastly, there was added 1,8g finely ground Ag2SO4. The mixture was stirred for 14hrs at RT, after 2hrs iodine was visibly spent.
So which way did you do it??
When SWIM said 630mg of powder may turn out to 100mg of product, SWIM was just speaking from previous experience with other compounds. SWIM was not saying that the product from your reaction was necessarily very impure, just that in many cases you may be surpised how much impurity is in a blinding white powder.
A TLC would be very informative. Where did you come up with the number 5% 2,5-DMA impurity?? Off the top of your head? Or scientifically? Since an accurate measurement with your thermometer may have been difficult, how could you know how depressed the m.p. was?
If you give it another try, please do it in the dark and see what happens. Nothing bad can come of it, right? So just give it a shot.
Take care
Edit: We cross posted Mescalito! SWIM wants to say good work with the reaction!! Hope it turns out with higher yield next time. Take care!
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_imgs/djvu.gif)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_imgs/djvu.gif)
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_imgs/djvu.gif)
Post 475245 (missing)
(Erny: "Âîññòàíîâëåíèå 2,5-DiMeOP2NP íà U-Ni-A", Russian HyperLab)?? SWIM always peeks in the hyperlab, although never being able to read anything. That post seemed very interesting.