What does meso compound mean?

Definitions for meso compound
meso com·pound

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  1. Meso compound

    A meso compound or meso isomer is a non-optically active member of a set of stereoisomers, at least two of which are optically active. This means that despite containing two or more stereogenic centers, the molecule is not chiral. A meso compound is "superposable" on its mirror image (not to be confused with superimposable, as any two objects can be superimposed over one another regardless of whether they are the same). Two objects can be superposed if all aspects of the objects coincide and it does not produce a "(+)" or "(-)" reading when analyzed with a polarimeter.For example, tartaric acid can exist as any of three stereoisomers depicted below in a Fischer projection. Of the four colored pictures at the top of the diagram, the first two represent the meso compound (the 2R,3S and 2S,3R isomers are equivalent), followed by the optically active pair of levotartaric acid (L-(R,R)-(+)-tartaric acid) and dextrotartaric acid (D-(S,S)-(-)-tartaric acid). The meso compound is bisected by an internal plane of symmetry that is not present for the non-meso isomers (indicated by an X). That is, on reflecting the meso compound through a mirror plane perpendicular to the screen, the same stereochemistry is obtained; this is not the case for the non-meso tartaric acid, which generates the other enantiomer. The meso compound must not be confused with a 50:50 racemic mixture of the two optically-active compounds, although neither will rotate light in a polarimeter. It is a requirement for two of the stereocenters in a meso compound to have at least two substituents in common (although having this characteristic does not necessarily mean that the compound is meso). For example, in 2,4-pentanediol, both the second and fourth carbon atoms, which are stereocenters, have all four substituents in common. Since a meso isomer has a superposable mirror image, a compound with a total of n chiral centers cannot attain the theoretical maximum of 2n stereoisomers if one of the stereoisomers is meso.

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  1. Chaldean Numerology

    The numerical value of meso compound in Chaldean Numerology is: 9

  2. Pythagorean Numerology

    The numerical value of meso compound in Pythagorean Numerology is: 9

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  1. meso compound


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