Talk:Isobenzan

Latest comment: 6 months ago by Leyo in topic Endo or exo isomer?

Endo or exo isomer? edit

@Edgar181: As the drawer of its chemical structure, do you know if isobenzan is actually the endo or the exo isomer? --Leyo 23:35, 24 December 2017 (UTC)Reply

@Leyo: The stereochemistry is not defined in any source I can find (including in the Chemical Abstracts listing), either regarding endo/exo or regarding the two stereocenters next to the oxygen atom. This strongly suggests to me that it was produced and used as a mixture. -- Ed (Edgar181) 12:31, 26 December 2017 (UTC)Reply
@Edgar181: More information may be provided in the following paper:
G. Smith, CHL Kennard (1977). "Insecticides. XIII. Crystal structure of isobenzan (exo-1,exo-3,4,5,6,7,8,8-Octachloro-1,3,3a,4,7,7a-hexahydro-endo-4,7-methanoisobenzofuran)". Australian Journal of Chemistry. 30 (5): 1117–1122. doi:10.1071/CH9771117.
Do you have access to the full article? I don't. --Leyo 21:32, 4 January 2018 (UTC)Reply
I will look a little later today and see if I can get access to it. -- Ed (Edgar181) 12:10, 5 January 2018 (UTC)Reply
Sorry, I'm unable to obtain access that article. -- Ed (Edgar181) 16:39, 5 January 2018 (UTC)Reply
 
Newly drawn structure
I got the paper and forwarded it to you. --Leyo 01:05, 9 January 2018 (UTC)Reply
I drew the structural formula on the right hand side based on the information contained in doi:10.1071/CH9771117 and doi:10.1002/cber.19681010104. --Leyo 10:03, 24 January 2018 (UTC)Reply
You forgot 2 chlorines. Saint concrete (talk) 21:52, 8 November 2023 (UTC)Reply

I changed the image for structure as it did not show 2 of the 8 chlorines in isobenzan. Saint concrete (talk) 22:02, 8 November 2023 (UTC)Reply

Thanks for spotting the error. I uploaded a corrected version (with 8 chlorine atoms). Are you fine with putting back File:Isobenzan.svg? --Leyo 22:26, 8 November 2023 (UTC)Reply
I changed it with the new version yours but the display still shows yours' older version. I guess it'll get fixed in a while. Saint concrete (talk) 22:39, 8 November 2023 (UTC)Reply
I purged the article. At least for me, the corrected version is now displayed. --Leyo 22:54, 8 November 2023 (UTC)Reply