Problem: For each of the pairs shown below, give the best answer which describes the relationship between each molecule in the pair. Choose from one of the following: (i) constitutional isomers; (ii) different conformations of the same compound; or (iii) stereoisomers that cannot be interconverted by rotation about single bonds. (For each pair, choose the best one; give one letter.) In part a through part d of this problem, a letter may be used more than once. 

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We’re being asked to determine the relationship of the molecules in each given pair.


Recall that isomers are molecules with the same formula but different connectivity or shape. Isomers are classified into two types:

Constitutional isomers: isomers with the different structures

Chain isomers: different carbon chain

Positional isomers: different position of functional groups

Functional isomers: different functional groups

Stereoisomers: isomers with the same structures but different spatial arrangement

Conformational isomers: different σ bond rotation


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Problem Details

For each of the pairs shown below, give the best answer which describes the relationship between each molecule in the pair. Choose from one of the following: (i) constitutional isomers; (ii) different conformations of the same compound; or (iii) stereoisomers that cannot be interconverted by rotation about single bonds. (For each pair, choose the best one; give one letter.) In part a through part d of this problem, a letter may be used more than once. 

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