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- E). Provide the absolute configuration of each chiral center (R, S or none). i) Lowest CIP priority group back (4) H (3) cew (3) (s) (1) CI н (ч) (3) (8) (3) H(4) a (¹) F (2) (s) (NH₂ (4) H (5) (9) (25) C (R) (4) Koy (2) (R)d) CH3 Joonam OCH₂CH3 H₂O₂ NaOH / CH3OH - H₂O NaOCH₂CH3 (1 eq) 2) BrCH₂CO₂CH₂CH3 3) aq NaOH (4) ag HCI/ heat(9) How many chiral centers are present in a molecule of 1,3-dimethylcyclohexane? (C) 2 (D) 3 1 (A) O (10) What is the percent composition of a mixture of (S)-(+)-2-butanol, [a] = +13.52°, and (R)-(-)-2-butanol, [a] = -13.52°, with a specific rotation [a]D = -6.76° (A) 75%R 25%S (B) 25%R 75%S (C) 50%R 50%S 67%R 33%S
- ) NH₂ For the questions below, more than one answer may be correct. Circle all of the correct answers regarding the following compounds. Br Br A Br B Br (a) Which pair of compounds are identical? (b) Which pair of compounds are enantiomers? (c) Which pair of compounds are diastereomers? (d) Which compounds are chiral? (e) Which compounds are meso? C Br Br D AB AC AD BC BD CD none AB AC AD BC BD CD none AB AC AD BC BD CD none ABCD none A B C D none 58. Two structures of Lipitor (a drug used to lower cholesterol) are shown below. (a) Determine the absolute configuration of each indicated stereocenter. Fill in the correct circle. (b) Determine if the two structures are the same compound or stereoisomers. Fill in the correct circle. (a) НО. Carbon a HO O OH Carbon a: OR OS Carbon b H N Carbon b: R OS of H Carbon c: OR OS OH OH Carbon c F Carbon d: R OS OH Carbon d (b) The two structures are: O the same compound O stereoisomers(v) Identify every chiral center in cholesterol (below) with an asterisk. HO (vi) Draw an energy vs. dihedral angle diagram that represents all the conformations of butane starting from the anti-conformation. (vii) Draw both chair conformations for the compound shown below using the templates provided. Circle the chair conformation that is lowest in energy. Br (viii) Draw a chair conformation that meets the following criteria. Axial chlorine at C5 Equatorial methyl at C4 Bromine on C2 that is cis to the chlorine 6 2 5 3 4
- 5. Assign R or S configuration to each chirality center in the following molecules: CH3 CH3 Br (a) Br (b) (c) HaCH3 HaBr H OH CH3 H3C H OH H CH3 OH Which of these compounds are enantiomers, and which are diastereomers?Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair conformations, as in Figure 27-11, and tell whether the hydroxyl group at C3 is axial or equatorial.Question 4 of 30 O Macmillan Learning A prochirality center is a precursor to a chirality center. Identify the prochirality centers (if any) in each structure. H3C |||| ··|||| I CI CH H CH3 H == H3C. CH3 -C. CH3 Answer Bank prochirality center