Thursday, 13 August 2015

organic chemistry - Confusion on enantiomers and meso compounds


Question: Are these compounds enantiomers?


enter image description here


Attempt: The compounds given are mirror images. But if I rotated the three bonds in the third carbon (configuration will not change), I will get a meso compound (plane of symmetry) : enter image description here


So are these compounds enantiomers or meso compounds?



Answer



You are right, the 2 structures are equivalent and the substance has a plane of symmetry and is a meso compound. When in doubt, make a 3D model if possible.


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