Ethylene glycol (HOCH2CH20H), the major substance in antifreeze, has a normal boiling

Chapter 11, Problem 11.25

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Ethylene glycol (HOCH2CH20H), the major substance in antifreeze, has a normal boiling point of 198 oc. By comparison, ethyl alcohol (CH3CH20H) boils at 78 oc at atmospheric pressure. Ethylene glycol dimethyl ether (CH30CH2CH20CH3) has a normal boiling point of 83 oc, and ethyl methyl ether (CH3CH20CH3) has a normal boiling point of 11 oc. (a) Explain why replacement of a hydrogen on the oxygen by CH3 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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