Draw a structural formula of the SS configuration of the compound shown bel O S SH OCH 3 S . Use the wedge/hash bond tools to indicate stereochemistry where it exists.
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- 6. For the following structures shown below: (a) Identify all chiral centers with an asterisk; (b) Identify each structure as being chiral or achiral; (c) Assign (R) and (S) configuration at each chiral center. Show priorities using numbers and then an arrow showing the direction of the priority ranking. (d) Identify any meso structures, and any planes of symmetry. Bc Haçso (2) H. CH3 CH3 (3) 1.7. a) Identify all the chiral/stereogenic centres in the following molecules. Circle the chiral carbon(s). OH CI -Br CI ОН O,N CI Br CI CI A B OH HO, .CI Br HO OH b) For each chiral center, prioritize the groups (1-4) attached to each chiral center(s) Based on your priorities, assign R or S configurations to the chiral center(s). i) Но ii) H2N H ОН но OH iv) OH OH v) H,N- ČH,OH Draw the most stable chair conformation for each of the following cyclohexanes. Now, "flip" the ring and redraw the molecule in the higher energy form. i) chlorocyclohexane ii) cis-1-chloro-2-methylcyclohexane iii) trans-1-methyl-3-propylcyclohexaneOrganic Chemistry, Ch.4, WS #2, Stereochemistry - Review of R&S configuration, Fischer Projections, Enantiomers, Diastereomers, Meso Compounds. 1. Assign R or S configuration to each stereocenter. (a) H₂C H₂C a H- H OH CH₂CH₂ - Br CH, (b) 2. For each Fischer Projection, assign R or S configuration. CH₂ CH₂CH₂ b. H₂N- H COOH + -H CH₂ C-OH (c) HTC OH CH₂OH C. Br- CH₂OH CI CHO CH
- Draw a tetrahedral representation of (S)-4,5-dimethyl-2-hexyne. O • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. +▾ II... H₂C= CH3 CH₂ CH3 ? ChemDoodleDraw a structural formula of the S configuration of the compound shown below. CO2H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. opy 8ste3. Determine the relationship for the following pairs of structures. Use "E" for enantiomers, "D" for diastereomers, "C" for constitutional isomers, "S" for same, and "NS" (not same) for different compounds. a. b. с. d. е. f. Н н iPr "Де Br Br OH CH3 CH3 Ή OH OH OH Br Br CH3 CH3 Br -Н НО -Н H3C -ОН COOH Br Br Br Н H3C- Br OH CH3 Н CH3 iPr CH3 Н- -Br НО _H H OH OH CH3 ОН -OH COOH
- Draw a structural formula of the RR configuration of the compound shown below. Mastered R OH R AFFIL CH3 • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. Sn [F ? ChemDoodle ⓇHO H. a) Provide the R-S configuration for each of the following chiral centres. b) Provide the drawing and R-S configuration for one diastereomer of the above molecule. c) Bonus: Come up with a molecule that is a constitutional isomer of the above molecule and has the same amount of chirality centres and R-S configurations. For example: if the above molecule has 10 R and 10 S chiral centres, provide a constitutional isomer that also has 10 R and 10 S chiral centres.Draw a structural formula of the S configuration of the compound shown below. -CH₂CI • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. • If a group is achiral, do not use wedged or hashed bonds on it. **8 #[ ] nر - ? ChemDoodleⓇ
- 3. How many planes of symmetry does a benzene molecule possess? Which chloro- substituted 16-n benzene of formula CH₂Clá-n has exactly four planes of symmetry? Draw this isomer and show the four mirror planes8. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) H3C c) CH3 Br H. CH3 Br Br CH3 H. CI Holl H Cill Cl- CH3 Br H. CI CH3 HO. H. H3C Cl H3C- H- H. CH3 Cl a) b) c) 9. Identify the stereochemical relationship between the structural pairs shown below as (A) identical structures that are not meso; (B) identical structures that ARE meso; (C) structures that are enantiomers; or (D) structures that are diastereomers. a) b) c) CH2CH3 NH2 HO CH3 H3C. CH3 Cl HO H;C CH2CH3 F. F H;C. CI H H,N -CH3 CH3 NH2 H3C Br H2N C1 H3C CH3 CH3 H;CH,C- Cl F H. H Br CH,CH3 CH3 a) b) c)3. Assign R or S configuration to the chirality centers of the following molecules; Cl CH3 CH3 а) b) HO C СООН СООН H;C H CH,CH3 H Br ОН CH,CH3 VIl. H ОН e) f) d) Cl H H OCH3 Br H. Br ...|| h) СООН HOCH, H3C CH3