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  • https://chem.libretexts.org/Courses/University_of_Illinois_UrbanaChampaign/Chem_2363A_Fundamental_Organic_Chemistry_I_(Chan)/06%3A_Principles_of_Stereochemistry/6.08%3A_Meso_Compounds
    The stereochemistry of stereocenters should "cancel out". What it means here is that when we have an internal plane that splits the compound into two symmetrical sides, the stereochemistry of both lef...The stereochemistry of stereocenters should "cancel out". What it means here is that when we have an internal plane that splits the compound into two symmetrical sides, the stereochemistry of both left and right side should be opposite to each other, and therefore, result in optically inactive. This molecules has a plane of symmetry (the vertical plane going through the red broken line perpendicular to the plane of the ring) and, therefore, is achiral, but has has two chiral centers.
  • https://chem.libretexts.org/Workbench/Chemistry_LHS_Bridge/16%3A_Chirality/16.06%3A_Meso_Compounds
    The stereochemistry of stereocenters should "cancel out". What it means here is that when we have an internal plane that splits the compound into two symmetrical sides, the stereochemistry of both lef...The stereochemistry of stereocenters should "cancel out". What it means here is that when we have an internal plane that splits the compound into two symmetrical sides, the stereochemistry of both left and right side should be opposite to each other, and therefore, result in optically inactive. This molecules has a plane of symmetry (the vertical plane going through the red broken line perpendicular to the plane of the ring) and, therefore, is achiral, but has has two chiral centers.

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