Problem

Intermolecular Forces (Section)Ethylene glycol (HOCH2CH2OH), the major substance in antifr...

Intermolecular Forces (Section)

Ethylene glycol (HOCH2CH2OH), the major substance in antifreeze, has a normal boiling point of 198 °C. By comparison, ethyl alcohol (CH3CH2OH) boils at 78 °C at atmospheric pressure. Ethylene glycol dimethyl ether (CH3OCH2CH2OCH3) has a normal boiling point of 83 °C, and ethyl methyl ether (CH3CH2OCH3) has a normal boiling point of 11 °C: (a) Explain why replacement of a hydrogen on the oxygen by a CH3 group generally results in a lower boiling point, (b) What are the major factors responsible for the difference in boiling points of the two ethers?

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