Chapter 10, Problem 22P

Interpretation Introduction

Interpretation:

Different isomers with chemical formula ${\text{C}}_4{\text{H}}_9\text{Cl}$ are to determined; the number of fractions that can be obtained upon fractional distillation of the compound is to be predicted and which among them are optically inactive and which can be resolved into enantiomers are to be suggested; the features that could differentiate these isomers in ${}^1\text{H}$ and ${}^{13}\text{C}$ DEPT NMR are to be predicted; and the fragmentations in mass spectra of isomers that could differentiate them are to be explained.

Concept introduction:

Isomers are compounds that have similar chemical formulas but different structures. They have similar molar weights and also have the same composition of elements both qualitatively and quantitatively.

Fractional distillation is the process of separation of a mixture into its components or fractions.

Enantiomers are the stereoisomers that are non-superimposable mirror images of each other.

Isomers that possess chiral centers and have a plane of symmetry are optically inactive.