All Chiral Molecules are Optically Active¶
- Optically active here meaning that they rotate polarised light
- This can be measured using a polarimeter as shown in the diagram
- While all chiral compounds are optically active, each possible configuration of the compound will rotate the light in a different direction, a different amount. This can be used to isolate and identify the compound but also to calculate the “optical purity”, or how much of each enantiomer there is.
- If one molecule will rotate the light counter clockwise 40\(^\circ\), it is designated the (-) or the (l) enantiomer, and it’s (-) or (d) counterpart will rotate the light 40^∘ clockwise.
Since the optical activity is stoichiometrically identical, a racemic mixture (equal parts of (+) and (-) enantiomers) will have 0\(^\circ\) of rotation. Using this fact we can measure the observed roataion with a polarimiter and use it to calculate the specific rotation using the following formula,
- \([\alpha]_D=\) the specific roation at the sodium D line
- \(\alpha=\) the observed rotation
- \(l=\) the path length in decimetres (10cm)
- \(c=\) the concentration in g/ml
We can then use the specific rotation to identify the enantiomeric purity (enantiomeric excess) of the solution:
- It is important to note though that this will tell us how much of the mixture is pure with the remaining amount being racemic.
- We need to calculate further to determine how much of each compound is in the solution