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Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter12: Chirality

Section: Chapter Questions

Problem 18E

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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.

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2. For the following molecule, CI CH3 (i) assign (R) or (S) configuration at each chiral centre (ii) draw its enantiomer and one of its diastereoisomers.
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)
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
3. Give the relationship between each pair of molecules below (diastereomers, enantiomers, or identical). Answer for the whole molecule, not just the particular conformation shown, and note that molecules may not necessarily be shown using the same style of drawing. (a) (b) (c) H3C H3C Н ОН Н OH CI обо (d) OH CI ОН 4. Assign R or S to all chiral centers in the molecules in question 3. OH H3C. H3C OH ОН OH Н
E draw stcueture as i - NO Fischee pruje ctions. 7. For the following structure: エ (a) Assign R/S configuration to all chiral centers (show all work). (b) draw an enantiomer and diastereomer of the above structure, and assign configuration at all chiral centers (again, show all work). (c) on the basis of the R/S system, justify your designation of the structures as enantiomeric or diastereomeric.
Draw all the stereoisomers for structures A and B, label each structure as chiral and achiral and give the type of isometric relationship to the original compound be as specific as possible.
3. Complete the following 3 tasks for each molecule a-f. i. Label each molecule as chiral, achiral, optically active, ii. iii. optically inactive, and/or meso. Label any stereocenters found in each molecule as R or S. Identify the relationship between the molecule in the box and molecules a-f. Are they identical molecules, resonance structures, enantiomers, diastereomers, constitutional isomers, or molecules with different molecular formulas? A molecular model kit may help you compare structures. a. C. e. :O: d. .N. :O: بعد ہم f. :O: :0 N.
Q.3 For the following molecule, draw all stereoisomers and identify all pairs of enantiomers and diastereomers. Q. 4. Circle all the stereocenters in the following molecules. For each stereocenter, assign an R or S designation according to the standard rules CI, H H OH H3C... O: N. НО I... ן יייייי
4. Assign R,S configurations to the following molecules: (a) Br (b) H (c) NH2 H3C-CO2H HOC-CO2H CH3 NCC-CH3 H. H 5. Assign R or S configuration to each chirality center in the following molecules: (a) CH3 Br H Br (b) CH3 Br (c) H CH3 Ha H3C H OH OH H OH H "CH3 CH3 Which of these compounds are enantiomers, and which are diastereomers?
Draw a structural formula of the SS configuration of the compound shown below. Mastered S S • 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Ⓡ
Find out the chiral molecules in the following structure? Give me handwritten answer with explaination?
Identify the configuration of each chiral center of the following compounds: In the boxes below, first, input the number(s) corresponding to the chiral center(s) in numerical order as a comma separated list with no spaces (e.g "1,3,4"). Then input the configuration(s) of the chiral center(s) in the same order and format (e.g.." R,S,S"). Chiral center location(s): Configuration(s):

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