Question

4. Absolute Configuration and R/S Sequence Rules. In 3 you constructed models with two stereocenters that represented 4 stereoisomers. 2,3-Dibromobutanoic acid exemplifies such a compound, Make models for the isomers of this compound. a. Draw solid/dashed-wedge structures for the 4 possible stereoisomers and label the enantiomers and diastereomers. b. Specify the sequence priority for the substituents on carbon-2 and carbon-3. Label each structure with the proper R/S notation in the drawings above, for example (2R, 35).

Answer 1

2.3 Dibromobutanoic Acid (a) VH си, у COOH Ilfo I no pile (a) CA 6 CHg H Bv Br 4 Br IH HLAT coon CODY City (d) CHg Br Por LH COOH (C) -COOH 7 Ctorer Bor u Tan HBr BrH COOH CooH CH₂ H in (σο Wedge Dash Model fischer Model → Enantiomers :- Momoy images that are non superimposable (a,b) & (cd) → Diastereomers :- Not Mimov images · But Bond connectivity same. (asc) (b, c) (ad) (b, d) (6) (a). Ha c o OCH3 CH3R CH₂ be CH-H 0 Ron R HO Por 0 ok COOH S Brdo at Hom Door Ho BoBrR Porns COOH (28 3R) (2R, 35) с орн (283R) Priorities are marked in red 2-c green 3-c

Doын OUT XX PY H ch Cits Cool ch copy Cty cool Cool la (b) (c) (c) (0) to por Ber por " Por city (113 и си, Сін, por coor Copy cool (ори
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