Sometimes the strongly basic properties of Grignard reagents can be turned to synthetic advantage. A chemist needed samples of butane specifically labeled with deuterium, the mass-2 isotope of hydrogen, as shown:
(a) CH3CH2CH2CH2D
(b) CH3CHDCH2CH3
Suggest methods for the preparation of each of these using D2O as the source of deuterium, butanols of your choice, and any necessary organic or inorganic reagents.
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