How to Label Something as R or S in Ochem?

Identify the stereocenter

Assign priorities to the four substituents using CIP rules

Compare the atoms directly attached to the stereocenter

Higher atomic number gets higher priority

If the directly attached atoms are the same, move outward until a difference is found

Treat multiple bonds as if the atom is bonded to equivalent duplicate atoms

Orient the molecule so the lowest-priority group points away from you

Trace a path from priority 1 to priority 2 to priority 3

Clockwise path = R

Counterclockwise path = S

If the lowest-priority group points toward you, reverse the result

For Fischer projections, vertical groups point away and horizontal groups point toward you

For wedges and dashes, dashed bond usually points away and solid wedge usually points toward you

Assign each stereocenter separately

Do not confuse R/S with D/L or with optical rotation (+/−)

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