COOH OH CH3 H COOH H CH3 HO H COOH CH3 HO OH COOH H ...

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Give the stereochemical relationships between each pair of isomers. Examples are same compound, structural isomers, enantiomers, diastereomers. A. CH 3 C H Br H Br CH 3 C B. Cl Cl Cl Cl C. Cl Cl Cl Cl D. E. H Br C C C Br H Br H C C C Br H F. D D D D G. Cl D D Cl D Cl Cl D Draw all isomers for 1,2,3-trimethylcyclohexane:
A. Fischer Projections: 1. Assign absolute stereochemistry to each chiral center: (R) COOH (S) COOH (R) H (R) OH H OH HO H HO COOH CH 3 COOH CH 3 CH 3 CH 3 H 2. Draw a Fischer projection for each sawhorse formula and assign absolute stereochemistry to each chiral center. HO CHO H OH H (2S, 3S) HO HO CHO H H H CHO HO H OH (2R, 3R) H H CHO OH OH CH 3 CH 3 CH 3 CH 3 3. Draw a Fischer projection for each Newman projection and assign absolute stereochemistry to each chiral center. H COOH OH (2R, 3S) H COOH OH HO COOH H (2S, 3S) HO COOH H HO H COOH H OH COOH HO H COOH H OH COOH B. Diasteriomers - Stereoisomers that are NOT mirror images. 1. Geometric isomers: H 3 C CH 3 H CH 3 H H H 3 C H Br Br b.p. =0.9 °C b.p. = 3.7 °C b.p. = ____ °C Br Br Br Br enantiomeric mirror images 2. Compounds with multiple asymmetric (chiral) centers; 2 n optically active isomers; n equals asymmetric centers. All optical isomers of HOCH 2 —CH(OH)—CH(OH)—CHO and tartaric acid, HOOC—CH(OH)—CH(OH)—COOH (2S, 3R) HO H CHO H OH CH 2 OH (2R, 3S) H HO CHO OH H CH 2 OH (2S,3S) HO H COOH H OH COOH (2R,3R) H HO COOH OH H COOH (2R, 3R) H H CHO OH OH CH 2 OH (2S, 3S) HO HO CHO H H CH 2 OH (2R,3S) H H COOH OH OH COOH meso optically inactive (2S,3R) HO HO COOH H H COOH
Page 1: A. Fischer Projections: 1. Assign a

COOH OH CH3 H COOH H CH3 HO H COOH CH3 HO OH COOH H ...

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