Official MCAT Guide--Finding stereogenic centers-

[SaintJude]

Question: The total number of stereogenic centers found is

A. 10
B. 8
C. 4
D. 0

Say whaaaaaa?!.

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[MedPR]

All of the carbons are bound to 2 identical groups.

 

[SaintJude]

O, I see now-darn it. Does this only work b/c the entire molecule is symmetrical? Then shouldn't the wedges and dashes be absent?

 

[MedPR]

O, I see now-darn it. Does this only work b/c the entire molecule is symmetrical? Then shouldn't the wedges and dashes be absent?

It's symmetrical in 3 planes. The wedges and dashes don't mean it can't be symmetrical.

 

[SaintJude]

So this compound, lindane, also has no stereogenic centers for the same reason, right? It's much more clear to me with a simple compound like this but I guess it's the same principle.

 

[MedPR]

So this compound, lindane, also has no stereogenic centers for the same reason, right? It's much more clear to me with a simple compound like this but I guess it's the same principle.

I believe so, yes.