Methylphenidate ritalin oh oh 5 draw all possible

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methylphenidate Ritalin OH OH 5. Draw all possible stereochemical isomers of 2,3,4-trihydroxy-pentane orpentane-2,3,4-triol. Indicate which pairs are enantiomers and which are diastereomers (two models makes this problem easier and be systematic!). Chem 33, Kanan & Stack, 2012, PS 4; pg 2
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7. On the templates below, draw both conformation isomer for each compound. Circle the most stable and indicate approximately how much more stable it is relative to its isomer (assume the axial penalty of a hydroxy group is 1.0 kcal mol -1 . 6.Consider the two chair conformations of trans -1,2-dimethylcyclohexane (diaxial and diequatorial). Assuming conformational energies for butane provided below, estimate which conformation is more stable and by how much. (Hint: use your model kits and draw Newman projections). Me H H Me H H Me H H H Me H Me H H Me H H Me H H H Me H 0 0.9 4.5 3.8 energy (kcal mol -1 ) anti eclipsed gauche eclipsed OH OH CH 3 HO OH OH HO HO CH 3 Chem 33, Kanan & Stack, 2012, PS 4; pg 3
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b. Conduct a conformational energy analysis of cis- and trans -decalin in their lowest energy forms and estimate the energy difference between these isomers (gauche butane = 0.9 kcal mol –1 ; anti butane= 0 kcal mol –1 ; partially eclipsed butane = 3.4 kcal mol –1 ; fully eclipsed butane = 4.5 kcal mol
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