Monday, 17 August 2015

Stereochemistry of meso compounds


I got tripped up by this question; I thought these were all enantiomers when in fact they were all meso compounds.



How can one prevent this from happening?


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How does one rotate the Fischer projection, for example, in the first problem; I understand that one has to hold one group in place, but then what?



Answer



To rotate on a single bond in a Fischer Projection, all 3 groups move in the same direction. $\frac {1} {2\ \ \ 3} \rightarrow \frac {2} {3\ \ \ 1}$. See this page for more information.


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