bch1049_07Assign_3 - and predict the compound in each pair...

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cis isomer trans isomer C C H Cl H Cl C C H Cl Cl H BCH 1049 Assignment Three – Due: 2 April 2007 1. n-Propyl alcohol, CH 3 CH 2 CH 2 OH and isopropyl alcohol, (CH 3 ) 2 CHOH are isomers with the C 3 H 8 O molecular formula, and their boiling points are 97.2 and 82.5 °C respectively. Rationalize why the boiling point of n-propyl alcohol is higher. 2. Consider a series of dicarboxylic acids with the general formula HOOC(CH 2 ) n COOH. (a) Comment on their dipole moment. (b) What types of intermolecular forces exist in this series of compounds and how do their relative importance change as n increases? (c) How would you expect the solubility of these compounds in water to change as n increases? 3. Identify the types of intermolecular forces present in each of the following substances,
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Unformatted text preview: and predict the compound in each pair that has the higher boiling point: (a) C 6 H 14 or C 8 H 18 ; (b) C 3 H 8 or CH 3 OCH 3 ; (c) HOOH or HSSH ; (d) CH 3 CH 3 or NH 2 NH 2 . 4. Two isomers of the planar compound 1,2-dichloroethene are shown below, along with their melting and boiling points: Melting point (ºC) –80.5 –49.8 Boiling point (ºC) 60.3 47.5 (a) Which of the two isomers will have stronger dipole-dipole forces, and does this help to explain the difference in boiling points? (b) Try to explain the difference in melting points. (Hint: intermolecular forces are NOT the dominant factor!)...
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