(b) Which of the following molecules can form hydrogen bonds with other molecules of the same kind: CH3F, CH3NH2, CH3OH, CH3Br?
Based on the type or types of intermolecular forces, predict the substance in each pair that has the higher boiling point: (d) phosgene (Cl2CO) or formaldehyde (H2CO)
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Verified Solution
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Key Concepts
Intermolecular Forces
Boiling Point
Polarity and Molecular Structure
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 nomral 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.
A number of salts containing the tetrahedral polyatomic anion, BF4-, are ionic liquids, whereas salts containing the somewhat larger tetrahedral ion SO42- do not form ionic liquids. Explain this observation.
The generic structural formula for a 1-alkyl-3-methylimid- azolium cation is where R is a -CH2(CH2)nCH3 alkyl group. The melting points of the salts that form between 1-alkyl-3-methylimidazolium cation and the PF6- anion are as follows: R = CH2CH3 (m.p. = 60 °C), R = CH2CH2CH3 (m.p. = 40 °C), r = CH2CH2CH2CH3 (m.p. = 10 °C), and R = CH2CH2CH2CH2CH2CH3 (m.p. = -61 °C). Why does the melting point decrease as the length of alkyl group increases?