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SUBJECT-CHEMISTRY


                                      CHAPTER-HALOALKANES AND HALOARENES.

                    KEY NOTES:

                    Method so preparation of haloalkanes:
                    (a)  From  alcohol.
                                     ZnCl
                         R OH NX      R X H O
                                              
                          
                                           
                               
                                       2
                                                 2
                                     
                                                 
                         R OH NaBr H SO      R Br NaHSO    H O
                          
                                                     
                               
                                                                2
                                                            4
                                          4
                                       2
                               
                          
                                            
                         R OH PX     R X H PO
                                         
                                                  3
                                               3
                                  3
                                             
                               
                         R OH PCl    R Cl POCl   HCl
                                          
                          
                                                  3
                                   5
                                      2 X
                                 RedP/
                         R OH       R X
                          
                                          
                                [X 2 Br ,I ]  2  2
                         R OH SOCl     R Cl SO   HCl
                                              
                               
                                           
                          
                                                  2
                                    2
                    (b)  From hydrocarbons:
                         (i)By free radical halogenations of alkanes:
                                       Cl
                                         2 .uv light
                         CH CH CH CH       CH CH CH CH Cl CH CH CHClCH
                                                              
                                                  5
                                    3
                                                                            3
                                 2
                                                                     2
                                                        2
                                                     2
                              2
                           3
                                                           2
                                                                  3
                                         orheat
                         (ii) from alkene:

                                          Markonikov's
                         R.CH CH   H X       R CH CH
                                     
                                                         
                              
                                                      
                                 2
                                                             3
                                             rule
                                                        |
                                                        X
                                             benzoyl peroxides
                                                            
                         R CH CH    H Br          R CH CH   Br
                                      
                               
                          
                                                                2
                                                                   2
                                  2
                                            antimarkonikov's rule

                    (c)  Halide exchange:
                                    dry acetone
                          
                         R X NaI       R I NaX        (X = Cl, Br) [finkelstain reaction]
                             
                                              
                                                
                               Agf or Hg
                                     2 2 F or CoF or SbF
                         R X            R F [swarts rection]
                          
                                                   
                                          2
                                              3
                    Chemical properties:
                    (i) Nucleophilic substitution:
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