Question

Starting with (R)-1-deuterio-1-propanol, how could you prepare (R)-1-deuterio-1-methoxypropane? Drag the appropriate labels to their respective targets. Note: not all labels will be used Reset Help CH,O NaH CH3CH2 OCH SN2 inversion ?? ?? ??- SN2 inversion RSO2C pyridine CH3CH2 CH CH OSO R CH3l CH CH2 OH (R)-1-deuterio-1-propanol

Answer 1

R OH NaH O: Na CH3-I H2C H3C (1R)-(1-D)-propan-1-ol (1R)-1-methoxy(1-D)-propane The product and starting material have same absolute configuration, there is no inversion! In first step, hydroxyl group is reacted with NaH to deprotonate it and then give alkoxide anion. Which act as a nucleophile to displace l- from CH31 to give methyl ether as a final compound So answer is NaH CH OH R)-1-deuterio-1 propanol CH CH