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<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">I agree with Ross’ assessment. There is no pathway in an open environment to dioxin formation from combining phthalates with any naturally occurring or industrial
source of chlorine I’m aware or can think of.<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Fred<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D"><o:p> </o:p></span></p>
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<p class="MsoNormal"><b><span style="font-size:10.0pt;font-family:"Tahoma","sans-serif"">From:</span></b><span style="font-size:10.0pt;font-family:"Tahoma","sans-serif""> pharmwaste-bounces@lists.dep.state.fl.us [mailto:pharmwaste-bounces@lists.dep.state.fl.us]
<b>On Behalf Of </b>Bunnell, Ross<br>
<b>Sent:</b> Tuesday, August 14, 2012 11:05 AM<br>
<b>To:</b> 'pharmwaste@lists.dep.state.fl.us'<br>
<b>Subject:</b> FW: [Pharmwaste] Phthalates, Pharmwaste Digest, Vol 82, Issue 6<o:p></o:p></span></p>
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<p class="MsoNormal"><o:p> </o:p></p>
<p class="MsoNormal"><span style="color:#1F497D">Ron:<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D">I don’t think the structure of phthalates are conducive to dioxin/furan formation, but I could be wrong.<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D">Here’s the basic structure of a phthalate:<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><img width="133" height="137" id="Picture_x0020_0" src="cid:image001.png@01CD7A0C.F8B96BF0" alt="phthalate structure.png"><o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D">Here’s the basic structure of a polychlorinated dibenzodioxin (commonly referred to as PCDDs or simply “dioxins”):<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><img width="220" height="66" id="Picture_x0020_1" src="cid:image002.png@01CD7A0C.F8B96BF0" alt="dioxin structure.png">(where Cl<sub>n</sub> and Cl<sub>m</sub> represent anywhere from 1 to 4 chlorine additions
per benzene ring)<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D">The basic problem is that the phthalates have a carbonyl (C=O) group where the oxygen bridge of the PCDD is supposed to be. A chemical change like this might be possible in extreme conditions like during combustion,
but I don’t see it happening, say, in wastewater effluent or anything like that.
<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D">Also, although PCDDs are common byproducts of PVC production, I am not aware of any association between PCDDs and phthalate production. You would think that if phthalates have the potential to form PCDDs, they
would be present in the phthalates themselves.<o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><b><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">--Ross Bunnell<o:p></o:p></span></b></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Sanitary Engineer 3<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">-----------------------<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Connecticut Department of Energy & Environmental Protection (DEEP)<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Bureau of Materials Management and Compliance Assurance<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Waste Engineering & Enforcement Division<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Tel. 860.424.3274<o:p></o:p></span></p>
<p class="MsoNormal"><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Fax 860.424.4059<o:p></o:p></span></p>
<p class="MsoNormal"><u><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Email</span></u><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">:
<a href="mailto:ross.bunnell@ct.gov">ross.bunnell@ct.gov</a> <o:p></o:p></span></p>
<p class="MsoNormal"><u><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">Website</span></u><span style="font-size:11.0pt;font-family:"Calibri","sans-serif";color:#1F497D">:
<a href="http://www.ct.gov/deep">www.ct.gov/deep</a></span><span style="color:#1F497D"><o:p></o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<p class="MsoNormal"><span style="color:#1F497D"><o:p> </o:p></span></p>
<div style="border:none;border-top:solid #B5C4DF 1.0pt;padding:3.0pt 0in 0in 0in">
<p class="MsoNormal"><b><span style="font-size:10.0pt;font-family:"Tahoma","sans-serif"">From:</span></b><span style="font-size:10.0pt;font-family:"Tahoma","sans-serif"">
<a href="mailto:pharmwaste-bounces@lists.dep.state.fl.us">pharmwaste-bounces@lists.dep.state.fl.us</a>
<a href="mailto:[mailto:pharmwaste-bounces@lists.dep.state.fl.us]">[mailto:pharmwaste-bounces@lists.dep.state.fl.us]</a>
<b>On Behalf Of </b>Ronald Ney<br>
<b>Sent:</b> Tuesday, August 14, 2012 1:05 PM<br>
<b>To:</b> <a href="mailto:pharmwaste@lists.dep.state.fl.us">pharmwaste@lists.dep.state.fl.us</a><br>
<b>Subject:</b> [Pharmwaste] Phthalates, Pharmwaste Digest, Vol 82, Issue 6<o:p></o:p></span></p>
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<p class="MsoNormal"><o:p> </o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> Subject: Phthalates, Pharmwaste Digest, Vol 82, Issue 6</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt">Here is something to think about, if phthalates where to form the general structure of dioxins and furans without the chlorines could chlorine attach to the carbon atoms if chlorinated? Maybe someone has done
some research on this.</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt">Ron Ney</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> </span><o:p></o:p></p>
<p class="MsoNormal" style="margin-left:.25in"><span lang="EN" style="font-size:14.0pt">Phthalate general structure
</span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> </span><o:p></o:p></p>
<p class="MsoNormal"><span style="font-size:14.0pt"> </span><o:p></o:p></p>
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