Deuterium (D) is an isotope of hydrogen, in which the nucleus has one proton and one neutron. This nucleus, called a deuteron, behaves very much like a proton, although there are observed differences in the rates of reactions involving either protons or deuterons (an effect called the kinetic isotope effect). Deuterium can be introduced into a compound via the process below:
(a) The C—Mg bond in compound 3 can be drawn as ionic. Redraw 3 as an ionic species, with BrMg + as a counterion, and then draw the mechanism for the conversion of 3 to 4.
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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Klein 2nd Edition. You can also practice Organic Chemistry - Klein 2nd Edition practice problems.