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NCERT Class XII Chemistry
Chapter - Alcohols, Phenols and Ethers
Questions with Solutions

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Question : 26
Total: 45
How is 1-propoxypropane synthesised from propan-1-ol? Write mechanism of this reaction.
Solution:  
CH3CH2CH2OH
Propanol
?
––––––––▶
(CH3CH2CH2)2O
Propoxypropane
This reaction can be brought about as:
CH3CH2CH2OH
Propanol
+SOCl2+––––––––▶CH3CH2CH2Cl+SO2+HCl
2CH3CH2CH2OH+
2Na
metal
––––––––▶CH3CH2CH2
⊖
O
N
⊕
a
+H2
CH3CH2CH2Cl
1−Chloropropane
+
CH3CH2CH2
⊖
O
N
⊕
a
Sodium‌propoxide
––––––––▶
(CH3CH2CH2)2O
Propoxypropane
Mechanism : SN2 attack of propoxide on the halide
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