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  2. SNi - Wikipedia

    en.wikipedia.org/wiki/SNi

    When the solvent is also a nucleophile such as dioxane two successive S N 2 reactions take place and the stereochemistry is again retention. With standard S N 1 reaction conditions the reaction outcome is retention via a competing S N i mechanism and not racemization and with pyridine added the result is again inversion .

  3. Diastereomer - Wikipedia

    en.wikipedia.org/wiki/Diastereomer

    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 stereocenter, they are epimers. Each stereocenter gives rise to two ...

  4. Syn and anti addition - Wikipedia

    en.wikipedia.org/wiki/Syn_and_anti_addition

    The concepts of syn and anti addition are used to characterize the different reactions of organic chemistry by reflecting the stereochemistry of the products in a reaction. The type of addition that occurs depends on multiple different factors of a reaction, and is defined by the final orientation of the substituents on the parent molecule.

  5. Stereochemistry - Wikipedia

    en.wikipedia.org/wiki/Stereochemistry

    Stereochemistry, a subdiscipline of chemistry, studies the spatial arrangement of atoms that form the structure of molecules and their manipulation. [1] The study of stereochemistry focuses on the relationships between stereoisomers, which are defined as having the same molecular formula and sequence of bonded atoms (constitution) but differing in the geometric positioning of the atoms in space.

  6. 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. Doxorubicin and epirubicin are two ...

  7. Absolute configuration - Wikipedia

    en.wikipedia.org/wiki/Absolute_configuration

    This type of construction creates two possible enantiomers. Absolute configuration uses a set of rules to describe the relative positions of each bond around the chiral center atom. The most common labeling method uses the descriptors R or S and is based on the Cahn–Ingold–Prelog priority rules.

  8. Cahn–Ingold–Prelog priority rules - Wikipedia

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

    A molecule may contain any number of stereocenters and any number of double bonds, and each usually gives rise to two possible isomers. A molecule with an integer n describing the number of stereocenters will usually have 2 n stereoisomers, and 2 n−1 diastereomers each having an associated pair of enantiomers.

  9. Stereocenter - Wikipedia

    en.wikipedia.org/wiki/Stereocenter

    Two enantiomers of a generic amino acid at the 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.