Talk:Prephenic acid

Latest comment: 6 years ago by T.vanschaik in topic pseudoasymmetric

pseudoasymmetric

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Quote from the article:

Prephenic acid is an example of achiral (optically inactive) molecule which has two pseudoasymmetric atoms (i.e. stereogenic but not chirotopic centers), the C1 and the C4 cyclohexadiene ring atoms.

In my opinion the use of the word pseudoasymmetric in this lemma introduces concepts which are of no signifficance here.

  • stereoisomerism generaly occurs at carbon centers with four different substituents, which clearly is not true as the two ringsegments are to any extention perfectly equal.
  • the two atoms are located in a ring and therefor substitution on both of them will inevitably introduce cis/trans or if you wish E/Z isomerism refering relation to being on the same or the opposite side of the plane of the ring. But that is all there ever will be.

In relation to the case mentioned above, in the next snetence in diastereoisomers the prefix diasterio should be removed, as it points at molecules capable of R/S isomerism, but not all of the sterio centers have been reversed. It is just a case of structural isomerism. My suggestion would be to remove the obove quoted sentence and in the next one change diasterioisomer with isomer. T.vanschaik (talk) 11:13, 7 May 2018 (UTC)Reply