jueves, mayo 22, 2008

Cahn - Ingold - Prelog

Esta información la obtuve de la siguiente dirección web: http://www.uhu.es/quimiorg/nomenrs.html

Trata sobre la forma en que se le asigna prioridad a los elementos que rodean al carbono quiral (esteroisomeria) para asignar los prefijos D (dextrogiro) y L (Levogiro). Dicha prioridad está dada por la regla de Cahn Ingold Prelog, la cual se describe a continuación.


Reglas de Cahn-Ingold-Prelog para priorizar grupos

  • A mayor número atómico mayor prioridad : En la siguiente secuencia disminuye la prioridad I, Br, Cl, F, O, N, C, H.

  • Si los átomos comparados tienen el mismo número atómico, la prioridad aumenta con el número másico: En la siguiente secuencia disminuye la prioridad T, D, H. (i.e. 3H, 2H, 1H).

  • Si los dos átomos son idénticos, nos desplazamos por la cadena de átomos comparando átomo a átomo hasta encontrar diferencias. En la siguiente secuencia disminuye la prioridad BrCH2-, FCH2-, HOCH2-, CH3CH2-, CH3-.

  • En el caso de enlaces múltiples se consideran tantos enlaces sencillos entre los átomos como multiplicidad tenga:

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