•Draw Newman projections for each of the C-C bonds. • Start from left to right Example: 2 3 A X B C NMC₂ C₁-C₂ OPh OPh H problems Et or C₁-C₂ Cyc HOH R (R=Et) Me Cy-CA Et H HOH H

QUESTION 4 (-)-5-Methyl-2-(1-methylethyl)cyclohexanol, also known as menthol, is used to treat minor throat irritation and can be isolated from mint plants. The specific rotation of menthol at 20 °C is -48° mL g1 dm-1 and its melting point is 43 °C. Use the Lewis structure shown below to answer problems 4-7. ta HO Menthol can also be called (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexanol based on the absolute configuration of its 3 stereocenters. Which of the following stereoisomers is the enantiomer(s) of menthol? Choose all that apply. O A. (1R,2S,59)-5-methyl-2-(1-methylethyl)cyclohexanol O B. (1S,2S,5S)-5-methyl-2-(1-methylethyl)cyclohexanol O'C. (1R,2R,5R)-5-methyl-2-(1-methylethyl)cyclohexanol O D. (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexanol

Please don't provide handwriting solution

Select all correct statements. H t-Bu H t-Bu H t-Bu t-Bu ਹੈ H t-Bu t-Bu H t-Bu t-Bu H t-Bu H t-Bu H t-Bu H t-Bu ਹੈ corresponds to a Haworth projection of trans-1,3-di-tert-butylcyclohexane. corresponds to a Haworth projection of cis-1,3-di-tert-butylcyclohexane. corresponds to a Haworth projection of cis-1,3-di-tert-butylcyclohexane. corresponds to a Haworth projection of cis-1,3-di-tert-butylcyclohexane. corresponds to a Haworth projection of cis-1,3-di-tert-butylcyclohexane. corresponds to a Haworth projection of trans-1,3-di-tert-butylcyclohexane.