i need some help with this.
suppose any of the hydrogens(H) of any organic compound is changed to
deuterium(D). how will this affect the chemical properties of the compound .
for example : if the hydrogen on the second carbon atom of
2-bromopropane is changed to deuterium , how will the dehydrohalogenation process of this new type of propane change ?
plzz. reply ASAP
Hydrogen Vs deuterium
Moderators: Xen, expert, ChenBeier
Here is what I've found:
Hydrogen Isotope Effect with E2 Reactions
The Hydrogen Effect is an effect that alters the Rate of product formation as a result of a carbon hydrogen bond being broken in the rate determining step. Since the E2 path involves only one step which is the rate determining step, the carbon hydrogen bond is broken in the rate determining step. If we begin with an alkyl halide whose beta hydrogens have been replaced with deuterium atoms then the breaking of the Carbon deuterium bond will be more difficult since the dissociation energy of a carbon deuterium bond is greater that that of a Carbon-Hydrogen bond. As a result, the rate will be depressed as a result of having replaced regular hydrogen atoms with deuterium atoms in the organic substrate. This would only be noticed if the rate determining step involved the breaking of a carbon hydrogen bond which in the E2 path this is the case. If we compared the rate of 2,2 di-duetero-1-chloro propane with the rate of 1-Chloropropane, we would find that the rate of the deuterated substrate would be smaller compared to the rate of the non-deuterated substrate. We say that eliminations following the E2 path will exhibit a hydrogen isotope effect. Indeed we can tell whether the elimnation is following this path or some other path such as E1 path.