Talk:Bisphenol A

40px This article was the subject of a Wiki Education Foundation-supported course assignment, between 23 September 2019 and 13 December 2019. Further details are available on the course page. Student editor(s): Hbhat3, Lexjennifer, Amunoz18, Ebang21, Lucy H Ahn. Peer reviewers: Ghuynh, Chang2021, Jsodhi1.

{{small|Above undated message substituted from Template:Dashboard.wikiedu.org assignment by PrimeBOT (talk) 15:51, 16 January 2022 (UTC)}}

Hi, there was a request made by {{Ping|Project Osprey}} to identify sources that potentially do not meet WP:MEDRS. I have not reviewed all of the sources, but from what I can see most look like review articles. Here are a few that may be primary research studies. I have not reviewed where these occur in the text, for example to see if they are appropriate or not.

1. Ref # 30- https://pubmed.ncbi.nlm.nih.gov/19627357 - A primary source but with over 200 citations. I can't find a good secondary ref but I've added some additional refs ones showing that it's common in dental cements.
2. Ref #32 also may be a primary study from 1985 https://doi.org/10.1002%2Fpol.1985.170230616 - I'm having difficulty here. {{ping|Smokefoot}} can you verify if this this secondary source supports synthesis being from BPA? {{DOI|10.1002/14356007.a21_449.pub4}} (sorry for the ping)
3. Ref 45 https://www.jstage.jst.go.jp/article/jec1991/14/1/14_1_57/_article - Primary but supporting a primary measurement (that's allowed isn't it?)
4. Ref 66 is a news article about a study and would not meet https://news.ncsu.edu/2012/09/wms-patisaul-amygdala/ - Removed
5. Ref # 67 https://doi.org/10.1093%2Fjb%2Fmvm158 x-ray crystallography study - More of a binding study really. I'm not sure.
6. Ref #73 https://doi.org/10.5194%2Fdwes-9-27-2016 - Removed

I hope that this helps a little! Congrats on all the hard work on this article!

JenOttawa (talk) 12:37, 31 March 2022 (UTC)

{{Talk:Bisphenol A/GA1}}

:Ref #32 (doi 10.1002/14356007.a21_449.pub4) is indeed a review of solid acid-catalyzed condensations from a ChemE perspective. BPA is mentioned 43x. --Smokefoot (talk) 13:53, 18 July 2022 (UTC)

::Many thanks... is it mentioned in relation to polyetherimides? --Project Osprey (talk) 14:04, 18 July 2022 (UTC)

:::checking ....--Smokefoot (talk) 14:14, 18 July 2022 (UTC)

:::The article is not about polyetherimides (why would it be?). It is about hydroxymethylations and a lot about BPA. Some tidbits:

• "Two industrial processes are used ...  hydrochloric acid or ion-exchange resins,23,24 mainly sulfonic resins."
• "The ion-exchange-resin-catalyzed process requires a treatment of the resin with an aminomercaptan... the promoter [is proposed to stabilize the] carbonium ion, which .. alkylates the phenol ring more rapidly."
• "In the industrial process, bisphenol A is always produced (Scheme 4) together with sizable quantities of o,p‘-bisphenol A (o,p‘-BPA/BPA molar ratios up to 1:2)"! The latter surprised me but makes sense. Apparently methods exist to reverse the o,p' stuff into isopropenylphenol, which is recycled. Your faithful servant, --Smokefoot (talk) 14:28, 18 July 2022 (UTC)

::SciFinder leading me off in the wrong direction there. It's gratifying to see that most of those key points are already in the article but it leaves the question of polyetherimides unresolved. They clearly contain a BPA unit, and they have been made from BPA in the past, but are they mostly made that way? --Project Osprey (talk) 15:01, 18 July 2022 (UTC)

:::Kirk-Othmer encyclopedia on polyethers (doi 10.1002/0471238961.0118151323080920.a01): "The first aromatic sulfone polymer produced commercially was introduced as Bakelite polysulfone ...under the trade name Udel. .. made by reaction of the disodium salt of bisphenol A (BPA) with 4,4′-dichlorodiphenyl sulfone".--Smokefoot (talk) 15:28, 18 July 2022 (UTC)

• Density of BPA from X-ray crystallography is 1.217 g/cm3 according to doi 10.1007/s10870-007-9207-8. Other details according to Cambridge Xray database (to the extent that structures are reported to or collected by the database):
• its CSD code is CEGYOC
• The crystal structure has been reported 5x (an indication of the compound's signficance, most are reported only once)
• The structures of 20 solvates have been reported (further evidence of some intense interest, BTW)
• A fancy drawing of the Xray structure could be produced. It doesnt tell the reader much.

--Smokefoot (talk) 14:14, 18 July 2022 (UTC)

:Thanks. I think the crystal structure is of limited interest, even to professional chemists. Its not a hard molecule to picture, so I agree that an Xray structure probably wouldn't add much. --Project Osprey (talk) 08:15, 19 July 2022 (UTC)

There is a doi for the article in Berichte: 10.1002/cber.18920250333

--Stone (talk) 10:57, 19 July 2022 (UTC)

:Cheers (ref 25 btw) --Project Osprey (talk) 11:56, 19 July 2022 (UTC)