rjnoe@ihlts.UUCP (07/01/83)
As there is no net.chem, I am putting this article here. Does anyone know (with certainty) the molecular structure of dioxin (C12 H4 O2 Cl4)? All I could come up with as a possibility is this: H H | | Cl C O C Cl \ / \ / \ / \ / C C C C Benzene rings, with some |( )| |( )| <-- substitutions, linked C C C C by the two O atoms. / \ / \ / \ / \ Cl C O C Cl | | H H But I am not convinced this HAS to be it. In fact, it looks a little improbable. Anyone know? I'm from Missouri, the "Show me the dioxin" state. Roger Noe ...ihnp4!ihlts!rjnoe
mat@hou5e.UUCP (07/04/83)
Relay-Version: version B 2.10 5/3/83; site hou5e.UUCP Posting-Version: version B 2.10 5/26/83; site ihlts.UUCP Path: hou5e!hou5f!hou5a!hou5d!hogpc!houxm!ihnp4!ihlts!rjnoe From: rjnoe@ihlts.UUCP Newsgroups: net.physics Subject: Dioxin molecular structure? Message-ID: <159@ihlts.UUCP> Date: Fri, 1-Jul-83 08:49:19 EDT Article-I.D.: ihlts.159 Posted: Fri Jul 1 08:49:19 1983 Date-Received: Fri, 1-Jul-83 11:04:24 EDT Organization: BTL Naperville, Il. Lines: 20 Does anyone know (with certainty) the molecular structure of dioxin (C12 H4 O2 Cl4)? All I could come up with as a possibility is this: H H | | Cl C O C Cl \ / \ / \ / \ / C C C C |( )| |( )| C C C C / \ / \ / \ / \ Cl C O C Cl | | H H But I am not convinced this HAS to be it. In fact, it looks a little improbable. Anyone know? I believe that that is indeed ``#,#,#,# tetra-chloro di-bynzo para dioxin'' but I am not quite sure about the spelling, and I always lose track of the #'s. I've read them a few times and they don't seem to fit the scheme that I was taught. Mark Terribile In New Jersey, the Chemical Capital of the world.
adams@uiucdcs.UUCP (07/08/83)
#R:ihlts:-15900:uiucdcs:24400032:000:1828
uiucdcs!adams Jul 7 09:15:00 1983
The following is quoted (w/o permission) from the July 6 NY Times, which in
turn got it (presumably with permission) from Chemical & Engineering News,
June 6, 1983.
Does the first sentence imply that there are lots of flavors of dioxin?
Rob Adams (217) 333 3536 {ihnp4,pur-ee}!uiucdcs!adams
=-=-=-=-=-=-=-=
"One Way Dioxn is Formed"
The compound known as 2,3,7,8 TCDD, apparently the most toxic of the 75
possible chlorinated dioxins, can result from a two-part reaction in the
manufacture of TCP, a comman chemical intermediate in the manufacture of
herbicides. (Diagrams are not intended to show actual shape of molecules
or location of paticular atoms.)
A molecule of 2,3,7,8 TCDD ------------------------------------
consists of two benzene rings, each |Cl C O C Cl |
with six carbon atoms, bound together | \ / \\ / \ / \\ / |
together by two oxygen atoms. Two | C C C C |
chlorine atoms are attached to each | || | || | |
ring. | C C C C |
| / \ // \ / \ // \ |
|Cl C O C Cl |
------------------------------------
(From here on out, I am \not/ going to try to represent the pics, buy
the Times to see what it looks like. R)
In a reaction of two TCP molecules, each of which has hree chlorine atoms,
one oxygen atom and, as shown here, an atom of soduim, under the influences
of temperature and pressure, a molecule of sodium chloride is lost.
Almost immediately, the resultant combination then loses one more molecule
of sodium chloride. . .
. . .leaving a molecule of 2,3,7,8 TCDD.mat@hou5e.UUCP (07/13/83)
Thanks to the preson who posted the diagram of 2,3,7,8 tetrachloro dibenzyl para di-oxin. (I think that is how it is written!) But how do the numbering schemes get 2,3,7,8? How are the ``terminal nodes'' on the carbon backbones (or the carbon backbones themselves) numbered in a compound like this? And shouldn't the rings be shown as a ``resonance structure''? (or should they?) Mark Terribile hou5e!mat