Talk:Toluene

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Former good article nominee Toluene was a good articles nominee, but did not meet the good article criteria at the time. There are suggestions below for improving the article. Once these issues have been addressed, the article can be renominated. Editors may also seek a reassessment of the decision if they believe there was a mistake.
March 21, 2007 Good article nominee Not listed
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Old talk[edit]

http://ntp-server.niehs.nih.gov/htdocs/8_RoC/RAC/TDI.html has a lot more information on toluene, and seems to be under the typical U.S. government copyright terms: not copyrighted unless it says otherwise. (A search on "copyright" shows 2 results, both of which contain an explicit notice of copyright.) I'm sending an email asking to make sure. --KQ

That page appears to be about toulene diisocyanate, not toulene. -- Simon J Kissane

Ah yes. C7H8, equally unpleasant but not the same thing. Thanks. --KQ

Well then copy it and make a new page.... -- mike dill

I'm waiting for a response about my copyright question.  :-) --KQ

I don't think you can make phenol out of toluene, removed it therefore. (well you could, but it would be foolish) Any reason why that was in there? I might be wrong (don't think so). Also added some synthetic uses. Also, Toluene (I work with it every day) is not that nasty, a lot less toxic than, say, benzene.Sikkema 23:27, 6 July 2007 (UTC)

toluene[edit]

toluene as rightly says is methyl benzene. the point the stucture of benzene has NO double bonds but a delocalised ring of electrons shown by the ring in the middle.

The Kekulé structure for benzene is universally accepted as a valid way of drawing an aromatic system- see any modern textbook of organic chemistry. Chemdraw has this form as the default. The "delocalised ring" presentation is valid and in some cases has advantages, but it is less used by organic chemists since it does not allow mechanisms to be drawn easily. Neither drawing fully represents the true structure. Walkerma 15:37, 13 May 2005 (UTC)
Why is methylbenzene not listed under "Other names" in the chembox? I'm adding it as this discussion page doesn't give a valid reason not to.--Redstar1916 22:16, 6 October 2007 (UTC)

The German Wikipedia has a very good article on this subject. It should probably be translated. →Iñgólemo← (talk) 00:47, 2004 Dec 9 (UTC)

  • OK, it's on my 2DO list. Physchim62 21:15, 29 May 2005 (UTC)

Testing new chembox[edit]

Some of you may be puzzled by the sudden frantic (& sometimes bizarre!) editing going on this page- we are testing out a new Chemical infobox as part of the Chemicals Wikiproject. This should be completed soon. Walkerma 15:37, 13 May 2005 (UTC)

Delisted GA, delisted A-Class[edit]

This article was removed from the GA list due to lack of inline citations. Tarret 18:13, 14 March 2007 (UTC)

  • Citations now made inline, but peer-reviewer script output shows still deviations from A-Class article quality. Comments for improvement listed in the project template above. Tim Vickers, feel free to add. Wim van Dorst (Talk) 09:09, 21 March 2007 (UTC).

Metabolism[edit]

I haven't been able to find any references about toluene being transformed into epoxides. I have re-written this section to reflect the papers I could find that stated that benzaldehyde and cresols were the major products after benzyl alcohol. However, if this is correct, the diagram needs to be changed. What was the source for the original statement about epoxides? Also, dietary fiber is insoluble, but is excreted just fine in the feces, this sentence is unclear. TimVickers 00:50, 17 March 2007 (UTC)

Agreed. The second diagram also indicates benzaldehyde being oxidized to benzoic acid by the alcohol dehydrogenase, but I think that the acetaldehyde dehydrogenase would be the active catalytic site for that reaction. --148.163.78.11 22:56, 18 July 2007 (UTC)
Apparently the source is the German article, see here. Icek 03:50, 22 October 2007 (UTC)

GA review[edit]

Fail, several problems with the article.

  1. Non-encyclopedic tone - "Around 25 times more reactive" "Undergoes smooth sulfonation"
  2. The "Uses" section is a jumble of factoids that has too much emphasis on motor racing
  3. In "metabolism" section important facts unreferenced and diagram appears to be incorrect (see above)

TimVickers 16:18, 21 March 2007 (UTC)

Question?[edit]

What is "BASIFY"? This word appears nowhere else on Wikipedia, anywhere. And it is being used as an adjective but doesn't seem to be one. --Craig 24.69.169.80 (talk) 18:42, 28 October 2011 (UTC)

In chemistry, basify is a verb meaning "to make more basic" (raise the pH). It doesn't seem to make any sense in the context that it is used in this article (and the sentence makes sense without it), so I have simply removed it. -- Ed (Edgar181) 18:52, 28 October 2011 (UTC)

Toluene as used to make Haldol Should be added to Uses[edit]

I believe the below statement with reference should be added to the article on Toluene under uses.

Toluene is used in the synthesis of the antipsychotic drug Haloperidol wherein "Heating 4-chloro-1-(4-fluorophenyl)butan-1-one with 4-(p-chlorophenyl)piperadine-4-ol in presence of potassium iodide as catalyst and toluene as solvent affords [[4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-1-(4-fluorophenyl)butan-1-one]] also called Haloperidol brand name Haldol". [1] 2602:306:C518:6C40:D5B6:C1CD:4D8E:9B53 (talk) 16:31, 17 May 2013 (UTC)

  1. ^ http://www.drugsyn.org/Haloperidol.htm
Toluene is used as a solvent like this in literally thousands of similar chemical reactions. It would be pointless to list this one use (see WP:UNDUE and WP:HTRIV). Even if it were relevant, including such details wouldn't be appropriate either (WP:NOTHOWTO). Considering that this has already been removed by three other editors, it is quite clear that consensus is against including it. -- Ed (Edgar181) 18:04, 17 May 2013 (UTC)
  • Oppose inclusion. Addition is too narrow. (BTW, quotation marks have improper scope.) Glrx (talk) 18:52, 17 May 2013 (UTC)

Renal Tubular Acidosis[edit]

Toluene sniffing can lead to a distal renal tubular acidosis. This can cause a life-threatening metabolic acidosis and hypokalemia. — Preceding unsigned comment added by 130.15.47.187 (talk) 01:01, 29 May 2013 (UTC)