(a) When propanol containing deuterium (D, or 2H; rather than hydrogen at the oxyger, CH3CH2CH2OD, is treated with an excess of H2O containing a catalytic amount of NaOH, 1-propanol is formed rapidly. Give a curved-arrow mechanism for this reaction. Where does the deuterium go?
(b) How would one prepare CH3CH2CH2OD from 1- propanol?