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Chemistry Term 3  STPM  Chapter 14 Introduction to Organic Chemistry
                     (ii)  Optical isomerism is the occurrence of two compounds having the
                         same molecular formula, the same structural formula, but are mirror
                         images of one another and cannot be superimposed.
                 (c)  (i)       H      H                 H       CH 3
                                  C"C                       C"C
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                         CH 3 CH 2 !C!CH 3   CH 3  CH 3 CH 2 !C!CH 3   H
                                &                        &
                                NH 2                      NH 2
                              Cis-isomer                Trans-isomer

                     (ii)       CH"CHCH 3                 CH 3 CH"CH
                                &                               &
                                C                                C
                                     CH 3                 H 3 C     CH 2 CH 3
                         CH 3 CH 2
                                                                H 2 N
                                NH 2
                 (d)  The optical isomers can be differentiated using a polarimeter which
                     measures the specific rotation (α) of the plane-polarised light. One isomer
                     would rotate the plane-polarised light clockwise (where α is positive)
                     and the other isomer would rotate the light anticlockwise (where α is
                     negative).



                14.5  Free Radicals, Nucleophiles and Electrophiles

                 Section A   Multiple-choice Questions

              Question 1
                Which of the following is not a nucleophile?
                A  H 2 O
                B  NH 4
                      +
                C  Cl –
                D  Br 2

              Answer:  B
                    Exam Tips
                    Exam Tips
                    A positive species cannot be a nucleophile.
         Term
        3        Nucleophiles are either negatively charged or are species with a lone pair of
                 electrons. They attack centres of low electron density (with partial positive
                 charge).


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         14 Q&A STPM Chem T3 Layout.indd   350                                 4/19/19   5:29 PM
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