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Stereochemical Descriptors for Bicyclo[x.y.

z]alkanes (For CHM 2210 Prior to coverage of R/S Configurational Notation) endo, exo, syn, anti
Descriptors of the relative orientation of groups attached to non-bridgehead atoms in a bicyclo[x.y.z]alkane (x y z 0 for x and y 0).

If the group is oriented towards the highest numbered (locant) bridge (z bridge, e.g. C-7 in the examples of bicyclo[2.2.1]heptanes below) it is given the description exo; if it is oriented away from the highest numbered bridge it is given the description endo. If the group is attached to the highest numbered bridge and is oriented towards the lowest numbered bridge (x bridge, e.g. C-2 in the examples of bicyclo[2.2.1]heptanes below) it is given the description syn; if the group is oriented away from the lowest numbered bridge it is given the description anti.

Adapted from Pure and Applied Chemistry 1996, 68, 2207 by E. F. Hilinski on May 15, 2013.

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