Topic 3: Stereoisomers and Chirality pt 3 Flashcards
Enantiomers and Same Molecules based on RS Confgurations
Two otherwise identical molecules have opposite R & S. = Enantiomers
Same R & S configuration= Same Molecule
Physical Properties of Enantiomers
Enantiomers: Different compounds but have the same melting point, Boiling Point, and Density.
Rotate the plane of polarized light in the same magnitude, but in opposite directions
Polarized Light
Waves vibrate one plane
Optical Activity
Enantiomers rotate in opposite directions but at the same degree.
Polarimeter
Chiral molecules rotate plane-polarized light-> optically active.
> Rotate plane polarized light clockwise are Dextrorotatory (+)
> Rotate plane-polarized light counterclockwise are Levorotatory (-)
Optical Rotation and Absolute Configuration
No relationship between the R & S configuration of an enantiomer… depends on direction it rotates polarized light (Must be determined by experiment)
Polarimeter
specific rotation= alpha a = (observed rotation a)/(length, dm)(concentrate ion)
Optical Purity
Optical Purity= (Observed specific rotation) / (specific rotation of the pure enantiomer) x100%
Racemic Mixtures
Equal amounts of 2 enantiomers.
**Important
>d- and l-enantioemrs
>notation (del) or (+-)
> No optical activity
>May have a different boiling point (b.p.) and melting point (m.p.) from enetiomers.
Chirality of Conformational Isomers
The 2-chair conformations of cis-1,2-dibromo cyclohexane is superimposable.
** Interconversion is fast… racemic… optically inactive (50/50 amount)
Extra Notes from Video
S enantiomers-> (+) Right Dex
R enantiomers -> (-) Left Lev