On the other hand, enantiomers have identical free energies and cannot be separated by ordinary means (Hathaway 1624). gas chromatography and spectroscopic methods i.e. Since diastereomers have distinct free energies associated with them, they can be separated and characterized experimentally by chromatographic techniques i.e. Depending on the configuration of the atoms/group of atoms attached to chiral center, we get either R- or S-diastereomer. Each product contains two chiral centers at C2 and C6 and as shown by the spiral lines draw in the structures above. The products of this nucleophilic acyl addition reaction are 2, 6-dimethylcyclohexanol isomers. The reaction mechanism is as shown in the diagram below. This result to the reduction of the ketone carbonyl group (sp 2) to a secondary alcohol in which the carbonyl carbon is sp 3 hybridized (Hathaway 1623).
Nucleophilic attack of the H – ion(from NaBH 4) on the electrophilic carbon atom of 2, 6-dimethylcyclohexanone can occur either from front face or from the back face.
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