Is it easy recognize a meso compound?

Question

Ella Allen · Accepted Answer

No....

Even with a model in hand (and you SHOULD use models) the recognition of internal symmetry versus handedness is problematic. And a meso compound specifies TWO chiral centres which are opposite in handedness...i.e. #RS# configuration...such that an internal mirror plane is an element of molecular symmetry... And see this old answer for a few tips on how to approach these sorts of problems....

Maya Allen · Answer

undefined Recognizing a meso compound can be challenging but is possible by examining its symmetry. Meso compounds possess a plane of symmetry that divides the molecule into two identical halves. Therefore, if a compound has a plane of symmetry and contains stereocenters, it is likely a meso compound.

Zoe Alexander · Answer

undefined No, it is not always easy to recognize a meso compound. Meso compounds possess multiple chiral centers but are achiral overall due to an internal plane of symmetry. Identifying a meso compound often requires careful examination of its structural characteristics to determine if it contains a plane of symmetry passing through the molecule, which results in the molecule being superimposable on its mirror image.