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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. Diastereomer - Wikipedia

    en.wikipedia.org/wiki/Diastereomer

    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 are not mirror images of each other. [2] When two diastereoisomers differ from each other at only one ...

  4. 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 ...

  5. Cahn–Ingold–Prelog priority rules - Wikipedia

    en.wikipedia.org/wiki/Cahn–Ingold–Prelog...

    A meso compound is superposable on its mirror image, therefore it reduces the number of stereoisomers predicted by the 2 n rule. This occurs because the molecule obtains a plane of symmetry that causes the molecule to rotate around the central carbon–carbon bond. [12] One example is meso-tartaric acid, in which (R,S) is the same as the (S,R) form

  6. Topicity - Wikipedia

    en.wikipedia.org/wiki/Topicity

    The stereochemical term diastereotopic refers to the relationship between two groups in a molecule which, if replaced, would generate compounds that are diastereomers. Diastereotopic groups are often, but not always, identical groups attached to the same atom in a molecule containing at least one chiral center.

  7. Diastereomeric recrystallization - Wikipedia

    en.wikipedia.org/wiki/Diastereomeric_re...

    The strategy of diastereomeric recrystallisation involves two steps. The first step is to convert the enantiomers into diastereomers by way of a chemical reaction. A mixture of enantiomers may contain two isomers of a molecule with one chiral center. After adding a second chiral center in a determined location, the two isomers are still ...

  8. Stereoselectivity - Wikipedia

    en.wikipedia.org/wiki/Stereoselectivity

    Stereoselectivity. In chemistry, stereoselectivity[1] is the property of a chemical reaction in which a single reactant forms an unequal mixture of stereoisomers during a non- stereospecific creation of a new stereocenter or during a non-stereospecific transformation of a pre-existing one. [2] The selectivity arises from differences in steric ...

  9. Epimer - Wikipedia

    en.wikipedia.org/wiki/Epimer

    In stereochemistry, an epimer is one of a pair of diastereomers. [ 1 ] The two epimers have opposite configuration at only one stereogenic center out of at least two. [ 2 ] All other stereogenic centers in the molecules are the same in each. Epimerization is the interconversion of one epimer to the other epimer.