Why do enantiomers rotate polarized light?

In summary, enantiomers are a topic currently being studied in organic chemistry class. This includes understanding the concept of chirality, optical isomer naming systems, and the physical and chemical properties of enantiomers. One of these physical properties is the ability to rotate polarized light, with R and S enantiomers rotating in opposite directions. This rotation is caused by the spatial arrangement of atoms and can be explained by the coupled oscillator model.
  • #1
EternusVia
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We are currently learning about enantiomers in organic chemistry class. So far, we've covered what makes an enantiomer, the concept of chirality, optical isomer naming systems, and the physical and chemical properties of enantiomers.

One of the physical properties listed is that enantiomers rotate polarized light. An enantiomer of type R might rotate polarized light in the (+) direction, while its counterpart (S) might rotate light in the (-) direction. The sources I've read don't explain the physical mechanism that produces this rotation.

My initial thought is that the light will bounce into and off of different enantiomers in different directions, presumably because of the spatial arrangement of the atoms. I'm hoping someone will be able to add more.

Thank you!
 
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  • #2
EternusVia said:
My initial thought is that the light will bounce into and off of different enantiomers in different directions, presumably because of the spatial arrangement of the atoms. I'm hoping someone will be able to add more.

Yes, this is roughly correct. There are different models to understand optical rotation. One of the simplest is the coupled oscillator model. Consider a molecule with two chromophoric groups spaced by some distance d and rotated to each other by an angle phi. If the angle is not equal to 0 or 180 degrees, the molecule will in general be chiral.
Now if light is shone onto the molecule it may excite one of the two chromophores. If the two chromophores are coupled, the excitation may wander to the other chromophore and this chromophore may de-excitate emitting light again. But as the orientation of the chromophore is rotated with respect to the first one, the polarisation plane of the emitted light will be rotated, too. You can also convince yourself that a net effect will remain even if the molecules are oriented erratically.
The effect of consecutive scattering from different molecules is cumulative, so that the plane of polarization will rotate with a constant velocity with the distance the light travels in the medium.
 

1. Why do enantiomers rotate polarized light in opposite directions?

Enantiomers are molecules that are mirror images of each other and have identical physical and chemical properties. However, due to their asymmetric structures, they rotate the plane of polarized light in opposite directions.

2. How does chirality affect the rotation of polarized light?

Chirality refers to the property of molecules to have a non-superimposable mirror image. Enantiomers have opposite chirality, which means that their molecules are arranged in a way that they cannot be aligned with each other. This results in the opposite rotation of polarized light.

3. What factors influence the magnitude of rotation of polarized light by enantiomers?

The magnitude of rotation of polarized light by enantiomers is influenced by several factors such as the concentration of the enantiomers, the length of the path that the light travels through the solution, and the wavelength of light used.

4. Is the rotation of polarized light by enantiomers a physical or chemical property?

The rotation of polarized light by enantiomers is a physical property. It is a result of the asymmetric structure of the molecules and the interaction between light and matter.

5. Why is the rotation of polarized light by enantiomers important in chemistry?

The rotation of polarized light by enantiomers is important in chemistry because it allows scientists to distinguish between different enantiomers, which may have different biological and chemical effects. This is especially important in the development of pharmaceutical drugs, where only one enantiomer may have the desired effect while the other may have harmful side effects.

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