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How Diastereomers Rotate Polarized Light Compared to Enantiomers
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Vasil_5264
#1 Posted : Monday, June 08, 2020 11:47:53 PM
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I’m just a little bit confused about whether or not diastereoisomers rotate plane polarized light and how they might differ in their rotation compared to enantiomers I understand the diastereomers still have chirality and differ at one but not all chiral centers so therefore some chiral centers need to be the same and as such would rotate plane polarized light in a certain direction however I’m not sure how that compares to an enantiomer. Would it rotate light with a lower magnitude, since not all chiral centers are flipped
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INSTR_Katerina_102
#2 Posted : Wednesday, June 10, 2020 1:02:29 AM
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Hi,

All samples of chiral compounds (provided you do not have a racemic mixture) rotate plane polarized light. It is not possible to predict by how much and in what direction without testing a compound.

For a pair of diastereomers, they do not have the same relationship as a pair of enantiomers, in that it is impossible to infer the direction and magnitude of one diastereomer's light rotation given the rotation information for another diastereomer.

However, keep in mind that chiral compounds rotate plane polarized light, and enantiomers and diastereomers are words to describe relationships between 2 chiral compounds - this was tough for me to get at first.
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