For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*). b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) Determine the configuration of each stereocentre HN (i) (ii) NC,,, OH OH OH ΝΗ
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- Copy the structure and mark all stereocenters in each molecule and tell how many stereoisomers are possible for each Letter d, e and f only.pretine For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) Determine the configuration of each stereocentre NH2 СНО (i) O, (ii) Br8. 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)
- (a) (d) 5. Assign the R and S configurations for all stereogenic centers in the following compounds. BI H CH(CH₂)₂ KAMION WOH H₂C H CH₂ Br -H Br +H CH, (0) CH=CH₂ H+C₂0 -C=CCH₂ CH₂CH₂CH₂C1 CH₂CH₂CI H₂NH CH₂CH₂Cl CH₂CH₂CH₂OH H₂N CH₂CH₂OH CH₂Assign the stereochemical configuration (R or S) for each molecule. For this question, the priorities have already been assigned.A sulfonium ion (R3S+) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an R or S) is a stereogenic center if three different alkyl groups are bonded to sulfur because sulfur is surrounded by four different groups, including its lone pair. In assigning an designation to sulfur, the lone pair is always assigned the lowest priority (4). SAM, S -adenosylmethionine, is a biologically active sulfonium ion that we will learn about in Section 7.16. Locate all the stereogenic centers in SAM, and assign an R,S designation to each center.
- Assign the absolute configuration to each chirality center in the following molecules. indicate E/Z stereochemistry where possible. HOOC a) HN Br но b) CN H2N c) онPracice o B 13 For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) determine the configuration of each stereocentre H CH3 Co,H (i) Br (ii) HO, CI OH3. 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
- Pracice o B 13 For the following compounds a) show the stereogenic centre(s) by labeling them with a star (*) b) determine the priorities of the substituents on each stereogenic centre. For compounds with more than one centre, make sure you clearly indicate which priorities refer to which centre. (re-drawing the structure helps) c) determine the configuration of each stereocentre H CH3 CO2H (i) Br (ii) HO, CI OHDraw one of the possible diastereomers of the molecule shown below. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, where applicable. Drawing I a DrHO 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.