Concept explainers
Interpretation: Either of one of the enantiomeric forms of below chiral molecules should be drawn and stereochemistry of carbon should be labeled.
Concept introduction: In order to assign absolute configuration of R and S, Cahn − Ingold − Prelog rules are used and the first step is to assign the priority order on the basis of
The Fischer projection is written along with the priorities assigned and groups are interchanged between adjacent places so as to obtain lowest priority group at the bottom or lowest priority.
If the groups arranged are read from highest towards least in clockwise fashion then R is assigned to the stereocenter.If the rotation is anticlockwise then S is assigned at the configuration.
The enantiomers are identical chemical compounds that have a mirror-image relationship to each other while diastereomers do not hold mirror image relationships. The former are chiral and optically active while the latter can be chiral or achiral.
Any organic compound must have no plane of symmetry in order to be optically active. The compounds with any plane of symmetry are achiral and optically inactive.
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Organic Chemistry: Structure and Function
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning