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  2. Cahn–Ingold–Prelog priority rules - Wikipedia

    en.wikipedia.org/wiki/CahnIngoldPrelog...

    For double bonded molecules, CahnIngoldPrelog priority rules (CIP rules) are followed to determine the priority of substituents of the double bond. If both of the high priority groups are on the same side of the double bond (cis configuration), then the stereoisomer is assigned the configuration Z (zusammen, German word meaning "together").

  3. Absolute configuration - Wikipedia

    en.wikipedia.org/wiki/Absolute_configuration

    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 CahnIngoldPrelog priority rules. R and S refer to rectus and sinister, Latin for right and left, respectively.

  4. Stereochemistry - Wikipedia

    en.wikipedia.org/wiki/Stereochemistry

    Later in 1966, the Cahn-Ingold-Prelog nomenclature or Sequence rule was devised to assign absolute configuration to stereogenic/chiral center (R- and S- notation) [7] and extended to be applied across olefinic bonds (E- and Z- notation).

  5. Stereocenter - Wikipedia

    en.wikipedia.org/wiki/Stereocenter

    The Cahn-Ingold-Prelog (CIP) system uses R and S designations to define the configuration of atoms about any stereocenter. [7] A designation of R denotes a clockwise direction of substituent priority around the stereocenter, while a designation of S denotes a counter-clockwise direction of substituent priority. [7]

  6. Chiral drugs - Wikipedia

    en.wikipedia.org/wiki/Chiral_drugs

    In general the D/L system of nomenclature is superseded by the Cahn-Ingold-Prelog (CIP) rule to describe the configuration of a stereogenic/chiral center. In the CIP or R/S convention, or sequence rule, the configuration, spatial arrangements of ligands/substituents around a chiral center, is labeled as either "R" or "S".

  7. E–Z notation - Wikipedia

    en.wikipedia.org/wiki/E–Z_notation

    E–Z configuration, or the E–Z convention, is the IUPAC preferred method of describing the absolute stereochemistry of double bonds in organic chemistry.It is an extension of cis–trans isomer notation (which only describes relative stereochemistry) that can be used to describe double bonds having two, three or four substituents.

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  9. Axial chirality - Wikipedia

    en.wikipedia.org/wiki/Axial_chirality

    The designations are based on the same CahnIngoldPrelog priority rules used for tetrahedral stereocenters. [3] The chiral axis is viewed end-on and the two "near" and two "far" substituents on the axial unit are ranked, but with the additional rule that the two near substituents have higher priority than the far ones. [4]