In Problem 4.28 you were asked to draw the preferred conformation of menthol on the basis of the information that menthol is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. We can now completely describe (—) menthol structurally by noting that it has the R configuration at the hydroxyl substituted carbon.
(a) Draw the preferred conformation of (—) menthol.
(b) (+) Isomenthol has the same constitution as (—) menthol. The configurations at C-1 and C-2 of (+) isomenthol are the opposite of the corresponding chirality centers of (—) menthol. Write the preferred conformation of (+) isomenthol.
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