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- C. IDENTIFYING STEREOISOMERS: Label each pair of molecules below as enantiomers, diastereomers or identical CO₂H HO HC но-- н H -.Н CH3 OH CH₂OH HO™ H₂OC H₂C Н-- HO Н CH3 OHH CH₂OH HOC-... HOCH₂. H OH H OH HO H CHO COzH ОНС но с HO H COzH Н ОН НО Н CH₂OHWhich of the following pairs of structures represent a pair of enantiomers? a. b. C. d. O a O b Oc C Od H3C... H Br C HC NC H3CH₂C COOH H... C CN CH3 Br HC H₂N CH3 OH COOH CN HC-CH3 Br Br H.C. HOOC OH H... C H₂C CN H3C C H₂N CH₂CH3 COOH H4. Do the following structures represent the same molecules or pairs of enantiomers? Additionally, convert the perspective structures to Fischer projections and vice versa. a. b. C. d. 11 CH HOH₂CH₂C-COH CH₂Br H₂C-CCI CH₂CH3 CH₂Br H-OH CH3 CI HỌC CHỊCH H CH₂CH3 CI HẠCH,C-C 'CH, CH₂Br H₂CH₂C-CH₂CH₂OH OH H HO-CH3 CH₂Br CH3 0-5-6-5 H+CI CH CH₂CH3
- 6. Which of the following is a meso compound? a. OH b. CI CH₂CH₁₂ OH- CI CH₂CH₂ C. d. H₂C "CH31. How are the following compounds related (Identical, enantiomers, diastereomers, constitutional isomers, unrelated) COOH a. CI Br Br b. C, CI .....||COOH H Br H Br COOH Br COOH NH2 NH2 H- -OH HO -H H- -OH H -OH CH3 d. CH3 Br1) МСРВА 2) H30* A. В. C. D. E. OH OH OH C +D OH OH + enentiomer + enentiomer + enentiomer + enentiomer ...
- structures. H3C H" НО CH3 CI CH₂CH3 ationship O A. identical O B. enantiomers C. constitutional isomers O D. diastereomers ollowing pair of H3C CH₂CH3 HOCH3 CI HClassify each compound as identical to A or its enantiomer. CHO CHO H OH CHO a. CH,CH-C--OH CumCH,CH3 H OH b. d. HO C. ČH,CH3 н он CH;CH CHO CHO A2. Convert the following line structure into a Fischer projection. ОН ОН LOH ӦН ОН 3. Which of the following molecules do you expect to have a higher boiling point, and why? Be sure to mention specific intermolecular interactions. vs. A B
- 2. Are the following compounds identical, enantiomers, diastereomers, or constitutional isomers? а. b. CH3 CH2CH3 .CI and Н. Br Н. and H `CH2CH3 "CH3 Cl CI Ci CI Cl Br3.) Which structure is a meso compound? А. B. с. D. CH3 CH3 CH3 CH3 H--ci ci-- CH3 H--ci H--ci H--ci Cl--H H--ci Cl--H CH3 CH2CH3 CH2CH3 A. Structure A B. Structure B C. Structure C D. Structure D Keywords: chiral, achiral, meso, internal, stereogenic center, asymmetric carbon, mirror-plane, absolute configuration, symmetry Concepts: Stereoisomerism, chirality1. Indicate whether the following pairs of compounds are identical, enantiomers, diastereomers, or structural isomers. a) CHO H- -NH₂ -H CH₂OH HO and H- H CH₂OH -OH -NH₂ CHO CI H 4-4 and H b) H CH3 "ng" H. H and CH3 H Ph H3C H and H. H CI H CH3 Ph