Toluidine

<h2 id="uses-and-occurrence">Uses and occurrence</h2>
<p>The <i>ortho</i> isomer is produced on the largest scale. Its primary application is as a precursor to the pesticides <a href="/facts/Metolachlor/3C5SyxdG">metolachlor</a> and <a href="/facts/Acetochlor/oStnGnE6">acetochlor</a>.<a class="footnote-ref" id="fnref:6" href="#fn:6"><sup>6</sup></a> The other toluidine isomers are used in the production of <a href="/facts/Dye/a1NSlcsG">dyes</a>. They are a component of accelerators for <a href="/facts/Cyanoacrylate/jLS7fkwR">cyanoacrylate</a> glues.
</p><p>In some patients <i>o</i>-toluidine is a metabolite of <a href="/facts/Prilocaine/JRAX7LKY">prilocaine</a>, which may cause <a href="/facts/Methemoglobinemia/UK2NhkuM">methemoglobinemia</a>. This is then treated with <a href="/facts/Methylene_blue/NIo9Xaag">methylene blue</a>.
</p>

<h2 id="external-links">External links</h2>
<ul><li><a href="http://www.osha.gov/dts/chemicalsampling/data/CH_272505.html">MSDS</a></li>
<li><a href="https://www.cdc.gov/niosh/npg/npgd0622.html"><i>o</i>-Toluidine</a>, <a href="https://www.cdc.gov/niosh/npg/npgd0623.html"><i>m</i>-Toluidine</a>, <a href="https://www.cdc.gov/niosh/npg/npgd0624.html"><i>p</i>-Toluidine</a> CDC – NIOSH Pocket to Chemical Hazards</li></ul>

<h2 id="references">References</h2>

<ol>
<li id="fn:1"><p>Muspratt, James Sheridan; Hofmann, Augustus William (September 1845). "On toluidine, a new organic base". The London, Edinburgh, and Dublin Philosophical Magazine and Journal of Science. 27 (179): 178–194. doi:10.1080/14786444508645253. ISSN 1941-5966. <a href="https://books.google.com/books?id=P7PN-PlMrlQC&pg=PA178" target="_blank">https://books.google.com/books?id=P7PN-PlMrlQC&pg=PA178</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li>
<li id="fn:2"><p>Bowers, Joseph S. "Toluidines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_159. ISBN 978-3-527-30673-2. <a href="978-3-527-30673-2" target="_blank">978-3-527-30673-2</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li>
<li id="fn:3"><p>Pratesi, G.; Bartolini, P.; Senatra, D.; Ricci, M.; Righini, R.; Barocchi, F.; Torre, R. (2003). "Experimental studies of the ortho-toluidine glass transition". Physical Review E. 67 (2): 021505. Bibcode:2003PhRvE..67b1505P. doi:10.1103/PhysRevE.67.021505. PMID 12636682. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li>
<li id="fn:4"><p>Alba-Simionesco, C.; Fan, J.; Angell, C. A. (1999). "Thermodynamic aspects of the glass transition phenomenon. II. Molecular liquids with variable interactions". The Journal of Chemical Physics. 110 (11): 5262. Bibcode:1999JChPh.110.5262A. doi:10.1063/1.478800. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:4" class="footnote-back-ref">↩</a></p></li>
<li id="fn:5"><p>Pratesi, G.; Bartolini, P.; Senatra, D.; Ricci, M.; Righini, R.; Barocchi, F.; Torre, R. (2003). "Experimental studies of the ortho-toluidine glass transition". Physical Review E. 67 (2): 021505. Bibcode:2003PhRvE..67b1505P. doi:10.1103/PhysRevE.67.021505. PMID 12636682. <a href="/wiki/Bibcode_(identifier)" target="_blank">/wiki/Bibcode_(identifier)</a> <a href="#fnref:5" class="footnote-back-ref">↩</a></p></li>
<li id="fn:6"><p>Bowers, Joseph S. "Toluidines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_159. ISBN 978-3-527-30673-2. <a href="978-3-527-30673-2" target="_blank">978-3-527-30673-2</a> <a href="#fnref:6" class="footnote-back-ref">↩</a></p></li>
</ol>

Toluidine open-in-new

Toluidine