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- 4. (a) Draw all possible isomers of C4H3CI2. (b) Indicate which pairs of compounds are enantiomers of one another. (c) Indicate which pairs of compounds are diastereomers of one another. (d) Indicate which compounds would have optical rotations of 0°. (e) Assign R and S configurations to all chirality centers of the compounds in part (a).Which is the enantiomer of this molecule? NH2 (A) (C) B NH2 デ NH2 H- さ NH, (B) (D) H2N- HWhich of the following compounds is optically active? Explain your answer. (C4) Cl,C=CH(CH,) NH,CHCOOH (CH,),C(NH, )COOH CH(CH,), A в
- There are four dimethylcyclopropane isomers. (a) Write three-dimensional formulas for these isomers. (b) Which of the isomers are chiral? (c) If a mixture consisting of 1 mol of each of these isomers were subjected to simple gas chromatography, how many fractions would be obtained and which compounds would each fraction contain? (d) How many of these fractions would be optically active? tod o ors brie page 10 of 17Draw mirror images for these molecules. Are they different from the original molecule? (a) (b) • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. • Use the "flat" representation of rings in your drawing where appropriate. ● HO ||||| O different O the same Sn [F ? ChemDoodleⓇ12. Natural (2)-menthol, the essential oil primarily responsible for the flavor and aroma of peppermint, is the IR,25,5R-stereoisomer. (a) Identify (2)-menthol from the structures you drew for Problem 50, part (b). (b) Another of the naturally occurring diastereomers of menthol is (1)-isomenthol, the 1S 2R5R- stereoisomer. Identify (1)-isomenthol among your structures. (c) A third is (1)-neomenthol, the 15.25,SR-compound. Find (1)-neomenthol among your structures. (d) Based on your understanding of the conformations of substituted cyclohexanes (Section 4-4), what is the stability order (from most stable to least) for the three diastereomers, menthol, isomenthol, and neomenthol?
- 3. For ONE of the following molecules, redraw the molecule and indicate on your drawing: CI NH (1) all the n-bonds (circle these). (ii) any atoms that are chiral (stereogenic) (mark with an asterisk * AND a number 1, 2, 3, etc.) (iii) the absolute configuration of any chiral (stereogenic) centres marked in (ii) above.Draw all the possible stereoisomerism for following structures. Label the chiral centrewith an asterisk (*) if any.(a) CH(COOH)(NH2)CH2COOH(b) (CH3)2C=C(COOH)CH(NO2)CH3 PLEASE PROVIDE CLEAR DRAWING AND SOLUTIONSMost naturally occurring amino acids have chiral centers (the asymmetric a carbon atoms)that are named (S) by the Cahn–Ingold–Prelog convention (Section 5-3). The commonnaturally occurring form of cysteine has a chiral center that is named (R), however.(a) What is the relationship between (R)-cysteine and (S)-alanine? Do they have the oppositethree-dimensional configuration (as the names might suggest) or the same configuration?(b) (S)-Alanine is an l-amino acid (Figure 24-2). Is (R)-cysteine a d-amino acid or anl-amino acid?
- (d) (e) (c) (a) (b) H₂C CH₂- 9.Determine whether the two structures in each of the following paits represem A. Constitutional isomers B. Enantiomers C. Diastereomers D. Identical compounds, or F. None of the above. H #t CH, CH₂ CO₂H CH₂ CI CH₂ CH₂CH₂ H H₂O CHICH HyChin CH₂ CO₂H CH₂ H + CH₂ CH, Answer: Answer: Answer: Answer: CH₂ Answer:B. Classify the following monocharrides. (a) CH2OH (b) CH2OH (с) CHO H- H- OH C=0 C=0 HO -H- to CH2OH H- HO- CH2OH но- OH ČH2OH(a) Identify type of molecules either chiral, achiral, or meso for each compound shown below and (b) Indicate the number of chiral centers in each molecule.