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

                  Which of the following statements regarding electrophiles is not correct?
                  A  It is formed by the homolytic fission of a covalent bond.
                  B  It has an electron-deficient site.
                  C  It is a Lewis acid.
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                  D  It acts as an electron-pair acceptor.
                Answer:  A
                                                     +
                   Electrophiles are usually represented by E . It is electron deficient. It accepts a
                   lone pair of electrons from another species and thus is also a Lewis acid.
                   Homolytic fission of a covalent bond results in the production of free radicals.


                Question 3
                  Which order shows the correct relative stability of a free radical?
                  A  1°> 2° > 3°                 C  2° > 3° > 1°

                  B  1° > 3° > 2°                D  3° > 2° > 1°

                Answer:  D
                   Free radicals are stabilised by electron-releasing groups. Alkyl groups are
                   electron-releasing groups. As a result, the stability of the free radicals increases
                   with the number of alkyl groups in the species.

                   Section B    Structured Questions

                Question 4
                  (a)  What do you understand by stereoisomerism?
                  (b)  Name the two main types of stereoisomerism.
                  (c)  Draw all possible stereoisomers of the following compound.
                                      CH 3 CH 2 !CH!CH"CH!COOH
                                              &
                                              OH


                Answer:
                   (a)  Different compounds having the same molecular formula, the same
                       structural formula, but have different spatial arrangement of the atoms/
                       groups.                                                         Term

                            Common Errors
                                                                                      3
                         Stereoisomers cannot have different structural formula. Otherwise they will
                         be called structural isomers.


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