Question on stereogenic centers?

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treeclimbingmonkey

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Does anyone know why the answer is 1 stereogenic center?

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With adamantane derivatives, the groups attached have pretty rigid geometries. Because of that, the Cl, Br, CH3, and COOH groups in the molecule you posted are "stuck" in a fixed position pointing away from the ring structure at all times. This is due to steric strain and geometric limitations due to the ring. If you draw a line from each group to the center of the ring, you'll end up with something like this:
qOKKa.png

So, the molecule has one stereogenic center, but it is not located on a carbon atom; rather, it is in the center of the ring. Thus, this molecule has one enantiomer.
 
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With adamantane derivatives, the groups attached have pretty rigid geometries. Because of that, the Cl, Br, CH3, and COOH groups in the molecule you posted are "stuck" in a fixed position pointing away from the ring structure at all times. This is due to steric strain and geometric limitations due to the ring. If you draw a line from each group to the center of the ring, you'll end up with something like this:
View attachment 308848
So, the molecule has one stereogenic center, but it is not located on a carbon atom; rather, it is in the center of the ring. Thus, this molecule has one enantiomer.

Isn't a sterogenic center the same thing as a stereocenter, if so the carbons connecting to the hydrogen, fluorine, chlorine, and bromine are all stereocenters right?
 
The carbons connecting to the other groups are not stereocenters because the Br, Cl, CH3, and COOH are in a fixed position pointing away from the ring. In other words, those groups can't be dashed or wedged, and you can't interchange any groups on those carbons to create a new stereoisomer. The substituted groups are stuck in a single position. The center of the ring is a stereogenic center because you can create an enantiomer (non-superimposable mirror image) by rotating the molecule around that point.

Stereocenter and stereogenic center mean the same thing.
 
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