Tuesday 2 June 2015

organic chemistry - Numbering in a derivative of azulene


I was wondering if anyone can tell me how to number this molecule:


enter image description here


This molecule is derived from azulene by addition of two sulfurs and two oxygens at positions 2, 6, 1, and 5 respectively. I would like to learn the proper procedure of numbering. I tried googling around and reading papers but could not find the correct terminology for this process.



Answer



If your aim is to know just the chemical name, you may ask a computer.




  • If the chemical already is known, chances are you find it in a data base (e.g., reaxys by Elsevier, or Scifinder by The American Chemical Society). The later even has the option to draw a structure and to request a naming for it, even if there wasn't yet a publication indexed by SciFinder about said molecule. A resource you typically find in Chemistry departments.

  • There are standalone programs helping you to find a chemical name for this structure. 2,6-bis(sulfanyl)azulene-1,5-dione, if you ask ACD Chemsketch (here, the freeware was used [free in the naming up to 50 atoms]); but Perkin Elmer's ChemDraw, or ChemDoodle -- often accessible within a campus wide license program by an university -- likely find it / generate it equally well.


If you aim to learn the nomenclature by yourself, the handy pocket guide by Helmchen may be worth to consider. Portions of it may be seen in googles book preview, like the screen photo taken below.


enter image description here


(credit to Google books, p. 16)


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