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foxy2
(Distinctive Doe)
12-03-01 02:05
No 243395
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Easy Aromatic Iodination Reference
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It is the second article listed.<br><a href="http://www.kcsnet.or.kr/publi/bul/bu98n4/bu98n4.html#bu98n4-2" target="_blank" title="Jump to this external site">http://www.kcsnet.or.kr/publi/bul/bu98n4<wbr>/bu98n4.<wbr>html#bu9<wbr>8n4-2</a><br><br>Or here is the link<br><a href="http://www.kcsnet.or.kr/publi/bul/bu98n4/400.pdf" target="_blank" title="Jump to this external site">http://www.kcsnet.or.kr/publi/bul/bu98n4<wbr>/400.pdf<wbr></a><br><br><hr>Do Your Part To Win The War
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hest<br>
<i>(<span title="The user's title at the time of posting">Hive Bee</span>)</i><br>
<span title="Posting date">12-03-01 12:58</span><br>
<span title="Link to this post by using the markup [243557]">No 243557</span><br>
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<title>Re: Easy Aromatic Iodination Reference
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My ekspirience with this method is not that greath. Did it on 1,4-dimethoxybenzene, ended up with the non iodide, mono-iodide and di-iodide in equal amounts. <img src="../forum/images/icons_lightgrey/frown.gif" alt="frown" title="Frown" heigth="15" width="15">
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<font color="#FF0033">Rhodium</font><br>
<i>(<span title="The user's title at the time of posting">Chief Bee</span>)</i><br>
<span title="Posting date">12-03-01 13:04</span><br>
<span title="Link to this post by using the markup [243559]">No 243559</span><br>
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<b title="The subject of this post">Re: Easy Aromatic Iodination Reference</b>
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I guess that ring is too activated (two positions para to methoxy). Try it on 2,5-dimethoxybezaldehyde, and let it react long enough for the only substitutable position to be fully iodinated. That procedure should not produce any side-reactions. <br><br>The procedure is archived on my page under aromatic halogenation in the Phenethylamine section.
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hest<br>
<i>(<span title="The user's title at the time of posting">Hive Bee</span>)</i><br>
<span title="Posting date">12-03-01 20:07</span><br>
<span title="Link to this post by using the markup [243694]">No 243694</span><br>
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<b title="The subject of this post">Re: Easy Aromatic Iodination Reference</b>
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You are prob. right.<br>When I iodinate 1,4-DMB i mix one mole 1,4-DMB one mole I2 and one mole AgNO3 in methanol, let it stear for 6-8 hours and work up. Works greath (it also works on 2,5-dmba yeald app.80%)
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<font color="#FF0033">Rhodium</font><br>
<i>(<span title="The user's title at the time of posting">Chief Bee</span>)</i><br>
<span title="Posting date">12-03-01 20:09</span><br>
<span title="Link to this post by using the markup [243696]">No 243696</span><br>
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<b title="The subject of this post">Re: Easy Aromatic Iodination Reference</b>
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AgNO3 is not necessary, and probably makes the iodination even more powerful. The reference uses NaNO3 with good results, which is orders of magnitude cheaper.
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hest<br>
<i>(<span title="The user's title at the time of posting">Hive Bee</span>)</i><br>
<span title="Posting date">12-03-01 20:19</span><br>
<span title="Link to this post by using the markup [243702]">No 243702</span><br>
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<b title="The subject of this post">Re: Easy Aromatic Iodination Reference</b>
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Yep, but AgNO3 works cleaner, and you can recycle the AgI to AgNO3 and use it again.<br>I'v tryet som diff. routhes to the iodide. Just iodine wont work, Iodine and H2O2 and H2SO4 did'nt work either.<br>ICl works ok, but you gets some off the Cl product too.<br>And by the way, it is werye small amounts off KNO3 you have to add in that article, but i guess too much wont doo annye harm. <br>But i guess its rather academic. Why not just brominate if you want to turn 1,4 to the more fun aldehyde (via Grinard).
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