Ethylene glycol (HOCH2CH2OH), the major substance inantifreeze, has a normal boiling point of 198 °C. Bycomparison, ethyl alcohol (CH3CH2OH) boils at 78 °Cat atmospheric pressure. Ethylene glycol dimethyl ether(CH3OCH2CH2OCH3) has a normal boiling point of 83 °C, and ethyl methyl ether (CH3CH2OCH3) has a normalboiling point of 11 °C. (a) Explain why replacement of ahydrogen on the oxygen by a CH3 group generally resultsin a lower boiling point. (b) What are the major factorsresponsible for the difference in boiling points of the twoethers?

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Chapter11: States Of Matter; Liquids And Solids
Section: Chapter Questions
Problem 11.67QP: Methane, CH4, reacts with chlorine, Cl2, to produce a series of chlorinated hydrocarbons: methyl...
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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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