Lithium aluminum hydride reduction of l,2-epoxy-2- methylpropane gives, as expected, predo...

Lithium aluminum hydride reduction of l,2-epoxy-2- methylpropane gives, as expected, predominantly tert- butyl alcohol.

When the reduction is carried out with an LiAlH4/AlCl3mixture, however, epoxide rearrangement precedes reduction and isobutyl alcohol becomes the major product. This rearrangement was confirmed by a deuterium-labeling experiment in which an LiAlD4/AlCl3 mixture was used. Where was the deuterium located in the isobutyl alcohol product?