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Question
How is 1-propoxypropane synthesised from propan-1-ol? Write mechanism of this reaction.
Solution
\[\ce{\underset{Propanol}{CH3CH2CH2OH} ->[?]\underset{Propoxypropane}{(CH3CH2CH2)2O}}\]
This reaction can be brought about as –
\[\ce{\underset{Propanol}{CH3CH2CH2OH} + SOCl2 -> CH3CH2CH2Cl}\]
\[\ce{2CH3CH2CH2CH2OH + \underset{(Metal)}{2Na} -> 2CH3CH2CH2CH2\overset{—}{O}N\overset{+}{a} + H2}\]
\[\ce{\underset{1-Chloropropane}{CH3CH2CH2Cl} + \underset{Sodium propoxide}{CH3CH2CH2\overset{—}{O}}N\overset{+}{a} -> \underset{Propoxypropane}{(CH3CH2CH2)2O}}\]
Mechanism:
SN2 attack of propoxide on the halide.
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