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Unformatted text preview: the formation of only the trans diastereomer in this nucleophilic substitution reaction. via CH 3 H H Cl OH !" !" A Second Example Studies on chiral substrates where the absolute configurations and rotatory properties are known are also widely used as stereochemical probes of mechanisms. C C 6 H 13 CH 3 C C 6 H 13 CH 3 H Br (R)-(-)-2-bromooctane NaOH enantiomeric purity 100% H HO (S)-(+)-2-octanol enantiomeric purity 100% [ ! ] D 25 =-34.25 o [ ! ] D 25 = +9.90 o inversion The Hughes-Ingold mechanism explains the stereochemical outcome of 100% inversion . via C C 6 H 13 CH 3 H Br HO !" !"...
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