Isotopomer

Isotopomers or isotopic isomers are isomers which differ by isotopic substitution, and which have the same number of atoms of each isotope but in a different arrangement. For example, CH3OD and CH2DOH are two isotopomers of monodeuterated methanol. The molecules may be either structural isomers (constitutional isomers) or stereoisomers depending on the location of the isotopes. Isotopomers have applications in areas including nuclear magnetic resonance spectroscopy, reaction kinetics, and biochemistry. Isotopomers or isotopic isomers are isomers with isotopic atoms, having the same number of each isotope of each element but differing in their subatomic positions. The result is that the molecules are either constitutional isomers or stereoisomers solely based on isotopic location. The term isotopomer was first proposed by Seeman and Paine in 1992 to distinguish isotopic isomers from isotopologues (isotopic homologues). CH3CHDCH3 and CH3CH2CH2D are a pair of structural isotopomers of propane. (R)- and (S)-CH3CHDOH are isotopic stereoisomers of ethanol. (Z)- and (E)-CH3CH=CHD are examples of isotopic stereoisomers of propene. In nuclear magnetic resonance spectroscopy, the highly abundant 12C isotope does not produce any signal whereas the comparably rare 13C isotope is easily detected. As a result, carbon isotopomers of a compound can be studied by carbon-13 NMR to learn about the different carbon atoms in the structure. Each individual structure that contains a single 13C isotope provides data about the structure in its immediate vicinity. A large sample of a chemical contains a mixture of all such isotopomers, so a single spectrum of the sample contains data about all carbons in it. Nearly all of the carbon in normal samples of carbon-based chemicals is 12C, with only about 1% abundance of 13C, so there is only about a 1% abundance of the total of the singly-substituted isotopologues, and exponentially smaller amounts of structures having two or more 13C in them.