Chapter 23, Problem 23.35QP

Fill in the blanks in the given paragraph with the most appropriate term from the following: chiral, cis, constitutional isomers, enantiomers, resonance structures, stereoisomers, trans. Isomers are different compounds that have the same molecular formula. Isomers that have their atoms connected in a different order (branched versus unbranched chain, for example) or a different sequence of bond types (C=CCC versus CC=CC, for example) are termed ________. Isomers with the same order of connections and sequence of bond types, but which differ in the spatial arrangement of the atoms are called _________. This is often seen in compounds where substituents may be on the same or opposite sides of a carbon-carbon double bond. Substituents on the same side are described as __________: those on opposite sides are_________. A different kind of isomerism characterizes a ______ molecule, that is, a molecule with a structure that allows for two nonsuperimposable mirror-image forms. Two nonsuperimposable mirror images are ___________ of the other.