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  2. Meso compound - Wikipedia

    en.wikipedia.org/wiki/Meso_compound

    A meso compound or meso isomer is an optically inactive isomer in a set of stereoisomers, at least two of which are optically active. [1][2] This means that despite containing two or more stereocenters, 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 ...

  3. Mesoionic compounds - Wikipedia

    en.wikipedia.org/wiki/Mesoionic_compounds

    Mesoionic compounds are a subclass of betaines. [1] Examples are sydnones and sydnone imines (e.g. the stimulant mesocarb), münchnones, [1][2] and mesoionic carbenes. The formal positive charge is associated with the ring atoms and the formal negative charge is associated either with ring atoms or an exocyclic nitrogen or other atom. [3]

  4. Diastereomer - Wikipedia

    en.wikipedia.org/wiki/Diastereomer

    In stereochemistry, diastereomers (sometimes called diastereoisomers) are a type of stereoisomer. [1] Diastereomers are defined as non-mirror image, non-identical stereoisomers. Hence, they occur when two or more stereoisomers of a compound have different configurations at one or more (but not all) of the equivalent (related) stereocenters and ...

  5. Enantiomer - Wikipedia

    en.wikipedia.org/wiki/Enantiomer

    However, compounds that contain an even number of asymmetric atoms sometimes lack chirality because they are arranged in mirror-symmetric pairs, and are known as meso compounds. For instance, meso tartaric acid (shown on the right) has two asymmetric carbon atoms, but it does not exhibit enantiomerism because there is a mirror symmetry plane.

  6. Chirality (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Chirality_(chemistry)

    Chirality (chemistry) Two enantiomers of a generic amino acid that are chiral. (S)-Alanine (left) and (R)-alanine (right) in zwitterionic form at neutral pH. In chemistry, a molecule or ion is called chiral (/ ˈkaɪrəl /) if it cannot be superposed on its mirror image by any combination of rotations, translations, and some conformational changes.

  7. Stereocenter - Wikipedia

    en.wikipedia.org/wiki/Stereocenter

    Stereocenter. In stereochemistry, a stereocenter of a molecule is an atom (center), axis or plane that is the focus of stereoisomerism; that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer. [1][2] Stereocenters are also referred to as stereogenic centers.

  8. Stereoisomerism - Wikipedia

    en.wikipedia.org/wiki/Stereoisomerism

    Stereochemistry focuses on stereoisomers, red boxes in the picture. In stereochemistry, stereoisomerism, or spatial isomerism, is a form of isomerism in which molecules have the same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space. [1][2] This contrasts with ...

  9. Inositol - Wikipedia

    en.wikipedia.org/wiki/Inositol

    myo-Inositol is a meso compound, meaning it is optically inactive because it has a plane of symmetry. [10] It is a white crystalline powder, relatively stable in the air. It is highly soluble in water, slightly soluble in glacial acetic acid, ethanol, glycol, and glycerin, but insoluble in chloroform and ether. [3]