CHEM 231 Study Guide - Midterm Guide: Newman Projection, Nucleophile, Substitution Reaction

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For the reactions shown below, supply the missing reactant/solvent or draw the structure(s) of the expected product(s). If the enantiomer is also formed, indicate so (you do not have to draw the structure of the enantiomer). Draw all the distinct constitutional and stereoisomers with the name dibromocyclopentane . Draw the cyclopentane ring flat and show any required stereochemistry. Identify all chiral and meso molecules (with respect to configurational stereoisomerism) from the list below (circle and label as required). Assign r or s configuration to all chirality centers for the meso compounds. For each pair of structures shown below, describe their relationship (as drawn) as one of: identical, enantiomers, diastereomers, or constitutional isomers. Each of molecule a or b may react via sn2 or sn1/e1 pathway, but not both. (a) which compound will react via a second order substitution reaction when treated with naoch3 in.