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[answered] 1. The molecule given below is menthol with the stereochemi


Hi, can anyone help me with this organic chemistry question? It is about stereochemistry.?


1. The molecule given below is menthol with the stereochemistry omitted. a. Identify all stereocenters in menthol. b. How many stereoisomers exist for the menthol structure? c. Draw all the stereoisomers of menthol, and identify all pairs of enantiomers. d. Natural (-)-menthol, the essential oil primarily responsible for the flavour and aroma of

 

peppermint, is the 1R ,2S ,5R -stereoisomer. Identify (-)-menthol from the structures you drew in part c. e. Another of the naturally occurring diastereomers of menthol is (+)-isomenthol, the 1 S ,2R, 5R stereoisomer. Identify (+)-isomenthol among your structures. f. A third is (+)-neomenthol, the 1S ,2S ,5R -compound. Find (+)-neomenthol among your

 

structures. g. Based on your understanding of the conformations of substituted cyclohexanes, what is the

 

stability order (from most stable to least stable) for the three diasteromers, menthol, isomenthol, and

 

neomenthol?

 


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