3.1 Draw both chair conformations of compound M on the templates (X and Y) provided. Indicate which conformation is the most stable and give a reason for your choice. осн Compound M Y
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Q: 3.1 Draw both chair conformations of compound M on the templates (X and Y) provided. Indicate which…
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- Q7. Using the Cahn-Ingold-Prelog rule, assign the absolute stereochemistry to each stereogenic centre in compounds a-d, and determine whether they are chiral or not. a) b) OH OH H3C CH3 H3C CH3 NH2 c) d) OH H -0 H- H H3C* *CH3 OH OH ОН1) Arrange the following conformations from lowest to highest energy. CH; CH; CH; CH; CH3 CH; CH: H HCH: CH: H Answer:4. Draw all possible stereoisomers of the following compounds. Assign the appropriate absolute (R/S) or geometric (E/Z) configuration to each of the stereoisomers (or double bonds) and label pairs enantiomers, diastereomers and meso compounds. (a) CH3CHBRCHOHCH3 (c) CH3CH=C(Br)CH=CHCI (e) CH3CH₂CHOHCHOHCH2CH3 (g) OH НО... CI (h) H3C Br (b) CH3CHBRCHBRCH ₂Br (d) CH3CH(C6H5)CHOHCH3 (f) CH₂(OH)CH2-CH(OH)CH=CHOH CH3 (1) Br HS Br
- Given the cyclohexane framework in a chair conformation, label each position as axial (ax.) or equatorial (eq.). Answer Bank ах. eq. 3• PRACTICE PROBLEM 5.22 Write three-dimensional formulas for all of the stereoisomers of each of the following compounds. Label pairs of enantiomers and label meso compounds. enslg a nsudomotaib esvierd ofni oluelom oreovb dase to ope.n 1oim s ier 1erto (a) ibaong (b) A boemo OH (c) CI ОН CI F F OH win vle (f) HO,C. (d) (e) OH CI CO,H Br im slm (b) OH Tartaric acidQ8. Draw the two possible chair-like conformations of compound 1. 2 Using the Cahn Ingold Prelog priority rules, assign the absolute stereochemistry to each stereogenic centre contained in compound 1. NH2 1
- Two conformations of cis-l, 3-dimethylcyclobutane are shown. What is the difference between them, and which do you think is likely to be more stable?(a) (c) (e) (g) Give the relationship between each pair of molecules below (constitutional isomers, diastereomers, enantiomers, or identical). Note that molecules may not necessarily be shown in the same conformation. ОН ОН ОН OH (b) CH3 CH3 F Н Н CI NH₂ Br (f) NH₂ ОН ОН ОН OH ОН Н. Н ч ОН ОН ОН CH3 CH3 ОН ОН(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
- Which of the following compounds will elute FIRST from a column separated using reverse-phase liquid chromatography? OH O CH₂Coibacin B (shown below) is a natural product that exhibits potent anti-inflammatory activity and potential activity in the treatment of leishmaniasis, a disease caused by certain parasites (Org. Lett. 2012, 14, 3878-3881): (a) Assign the configuration (R or S) of each chirality center (labeled A to C) in coibacin B. (b) Identify the number of possible stereoisomers for this compound, assuming that the geometry of the alkenes are fixed. Choices are given below and write the CAPITAL LETTER of your choice. A. 2 В. 4 С. 8 D. 16 ANSWERS: (a) A. В. C. (b)Q8. Draw the two possible chair-like conformations of compound 1. Using the Çabo LAgld erelog priority rules, assign the absolute stereochemistry to each stareogenic centre contained in compound 1. NH2 'F 1