Define the bonding in dimethyl ether and HCl.
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The boiling point of ethanol is much higher than that of dimethyl ether of identical molecular weight. ... a non-polar molecule containing polar bonds.
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Since, HCl is weak acid compared to other lewis acids of halogen group except HF, clevage of HCl bond is quite difficult, and hence HCl doesn't react quite easily as HI and HBr does to follow SN2 mechanism. However, extreme conditions may satisfy your need of reacting HCl with ethers. But it will simultaneously increase the amount of side products due to pyrolysis.
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