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7.6 Meso Compounds
Each compound has two stereocenters.
These compounds are enantiomers because the configurations are different for both stereocenters.
If you were only given the first compound, you could have used the first method to draw the enantiomer.
Determine whether the compounds are diastereomers or enantiomers.
This is a topic that is hard to understand, so let's start with an analogy.
One of the twin brothers has a mole on the left side of his face, while the other has a mole on the right side of his face.
The brothers are mirror images of each other, and you can tell them apart by the mole.
Imagine that their parents had many sets of twins.
There are a lot of siblings, who are all brothers and sisters of each other, but they are grouped together.
When you have a lot of stereocenters in a compound, there will be many stereoisomers.
They will be grouped together into sets of enantiomers.
There will be many diastereomers in a molecule, but only one enantiomer.
The compound has five stereocenters, so it will have many diastereomers.
This compound will have many brothers and sisters because there are many possible compounds that fit that description.
A compound can be its own mirror image.
The compound will not have a twin, and the total number of stereoisomers will be an odd number.
You will find that your drawing will be the same compound as you started with if you try to draw the enantiomer using either of the methods we have seen.
The molecule has a plane of symmetry.
You will find that you are drawing the same thing again if you try to draw the enantiomer using either method.
The molecule does not have a twin.
When we have an internal plane of symmetry, this can happen.
It can happen when the compound has a center of inversion.
The compound does not have a plane of symmetry, but it does have a center of inversion.
We can regenerate the same thing if we invert everything around the center of the molecule.
It's enough to look for planes of symmetry.
Your second drawing is the enantiomer of the original compound.
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