Sunday, February 19, 2017

reference request - What is the formally correct notation of t-Bu, i-Pr, p-NO2, n-Bu, a-HCl, etc.?


In chemical notation, can I safely assume that the notation of



  • a single lower-case latin character

  • followed by a hyphen


  • followed by an Element upper-case latin character (and possibly more characters)


should always be typeset as



  • italic lower-case character

  • hyphen (i.e. never is a bond)

  • element following characters


This question is regarding the further improvement of mhchem.


I know that not all of them stand for the same concept, but I assume they share the same typographical representation. Beware, I am no chemist. And because I don't know the name of these notations, I could not find them in the colored IUPAC books.



The notation is quite rare. There were only 21 usages in 43k \ce calls extracted from chemistry.SE:


(p-NO2Ph)_2CO
t-BuO-
i-Pr
t-Bu
R=i-Pr
n-BuNH2
(c-Hex)2BCl

a-HCl // should this be \alpha?


1s-H // what is this?

Answer



tl;dr: That's probably a good approach.


So, there are at least three different things here. None of these abbreviations are standardised as far as I'm aware[1], so whatever is done is going to be just as non-standard as any other approach.




  1. Specific shorthands for alkyl functional groups: t-Bu, i-Pr, n-Bu, c-Hex


    I've seen the method you've suggested used for these, and also the first three with superscripted initial characters, e.g. tBu and iPr, and I'd never seen the last one until I read this question. I've also seen them written simply as tBu, iPr, and nBu. They're abbreviations for tert-butyl, isopropyl, n-butyl (straight-chain), and cyclo-hexyl respectively. (Here are links for IUPAC References for non-cyclic and cyclic alkanes.)





  2. Substitution points on a benzene ring: (p-NO2Ph)_2CO


    This example denotes a para- substituted phenyl group (confusingly, benzyl refers to a CX6HX5CHX2 group). The other options here are ortho- and meta-, which I would personally not find it confusing or uncommon to see abbreviated to o- and m- respectively, and pNOX2Ph seems a perfectly reasonable interpretation of what the person has written here.




  3. Electronic configuration labels: 1s-H


    This seems like using an atomic orbital label (1s) as a hyphenated specifier for the hydrogen: I don't think it's a standard form of writing that at all, but the method you propose would presumably italicise the s, which would be fine -- the atomic orbital labels like this are often italicised.




  4. Whatever the a-HCl is: I don't know.



    I couldn't find anything that looked appropriate for this one.




Most importantly, I can't think of any counter-examples where that wouldn't be a sensible thing to do.




[1] Edit: I defer to @Loong's superior mastery of the ways of IUPAC in their answer.


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