2.3 Relative and Absolute Configurations Flashcards
absolute configuration: R and S forms (STEPS)
step 1: assign priority (by atomic number) to 4 substituents surrounding the chiral center
step 2: if the lowest priority group is on a dash, go directly to step 3; if the lowest priority group is on a wedge, the answer is the OPPOSITE of step 3
step 3: draw a circle connecting substituents 1→3 (clockwise = R, counterclockwise = S)
Fischer projections
a method to represent 3D molecules
horizontal lines represent wedges (out of the page)
vertical lines represent dashes (into the page)
configuration
refers to the spatial arrangement of the atoms or groups in a molecule
relative configuration
of a chiral molecule
a chiral molecules configuration in relation to another chiral molecule
used to determine whether molecules are enantiomers, diastereomers, or the same molecule
absolute configuration
of a chiral molecul
describes the exact sptial arrangement of the atoms or groups in a chiral molecule, independent of other molecules
(E) and (Z) nomenclature is used for ….
compounds with polysubstituted double bonds (multiple substituents that are not just hydrogen)
when is cis-trans used, and when is E/Z used
cis-trans: when there are only 2 substituents other than H
E/Z: when therea re 3 or more substituents other than H
check…
how to determine (E) vs (Z) form
- find the groups with the highest priority on each side of the double bond
- (Z) if both are on the same side; (E) if both are on oppsite sides