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Chemistry Term 3  STPM  Chapter 14 Introduction to Organic Chemistry
              Question 2

                Arrange the following alcohols in the order of decreasing boiling point.
                               CH 3 CHCH 3 ;  CH 3 CH 2 CH 2 OH;  HOCH 2 CH 2 OH
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                                 OH
                                   I          II         III
                A  I, II, III
                B  I, III, II
                C  II, I, III
                D  III, II, I


              Answer:  D
                 Generally, diols have higher boiling points than monohydric alcohols because
                 they can form more hydrogen bonding.
                 II is linear but I is branching. Branching decreases the strength of the van der
                 Waals force between the molecules.

              Question 3
                The table below lists the boiling point of some haloalkanes.

                 Compound               C 2 H 5 Cl    C 2 H 5 Br    C 2 H 5 I
                 Boiling point/°C         12           37            73

                Which statement explains the difference in their boiling points?
                A  The strength of the hydrogen bond increases in the order C 2 H 5 Cl, C 2 H 5 Br,
                   C 2H 5I.
                B  The strength of the carbon-halogen bond decreases in the order C 2 H 5 Cl,
                   C 2 H 5 Br, C 2 H 5 I.
                C  The size of the molecule increases in the order C 2 H 5 Cl, C 2 H 5 Br, C 2 H 5 I.
                D  The polarity of the carbon-halogen bond increases in the order C 2 H 5 Cl,
                   C 2 H 5 Br, C 2 H 5 I.



              Answer:  C
                    Exam Tips
                    Exam Tips
                    Boiling point depends on the strength of the intermolecular forces only.
         Term
        3        The strength of the van der Waals force increases with the size of the molecule.
                 Haloalkanes cannot form hydrogen bonds.


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         14 Q&A STPM Chem T3 Layout.indd   354                                 4/19/19   5:29 PM
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