Page 2 - Microsoft Word - Lesson note-1(Aldehydes, ketones and carboxylic acid)
P. 2

1.  Nucleophilic addition reactions:














                       2.  Oxidation:
                                    2 H pd orLiAIH or NaBH
                           R CHO           R CH   OH
                            
                                                      
                                            4
                                                 4
                                                         2

                                                                [Wolff-kishner reduction]
                                                      [ MPV reduction]
                       3.  Reduction:
                                    2 K Cr O /H SO
                           R CHO        RCOOH
                            
                                      2
                                         2
                                       7
                                           4
                                       [O]
                                                       O
                                                       ||
                                           [O]
                                                             
                           CH  C CH        CH  C OH CO    H O
                                 
                                                        
                                                                    2
                                                                2
                                     3
                                                     3
                             3
                                ||      2 K Cr O /H SO 4
                                             2
                                           7
                                          2
                                O
                                                 
                                                            
                                           
                                                                        
                           RCHO 2[Ag(NH ) ]  3OH   RCOO   2Ag 2H O 4NH   [Tollen’s test]
                                                                  
                                
                                        3 2
                                                                      2
                                                                             3
                                                      
                                           
                                
                                                              
                           RCHO 2cu 2   5OH  RCOO  Cu O 3H O        [Fehling’s test]
                                                                 2
                                                           2
                              O               O
                             ||               ||
                                     NaOX
                               
                                               
                            
                                                    
                           R C CH      R C ONa CHX   [Haloform reaction]
                                            
                                                         3
                                  3
                       4.  Reactions due to     hydrogen:
                          (a) Aldol condensation:
                                                      OH
                                                       ||
                                          dil.NaOH
                                                                       
                                                                                       
                                                                                   
                              2CH  CHO       CH  CH  CH  CHO  CH  CH CH CHO
                                            
                                                                             3
                                                             2
                                                    3
                                 3
                                                                      
                                                                        2 H O
                                                         CH 3                        CH 3
                                                          |                           |
                                             Br(OH)
                                                                            
                                                                                            
                                                           
                                                                                                
                              2CH  CO CH       CH  CH CH  CO CH    CH   C  CH CO CH
                                       
                                                                    
                                                 2
                                           3     
                                 3
                                                      3
                                                          |    2        3    2 H O  3              3
                                                         OH
                          (b) Cross aldol condensation:
                                                                     CH 3          CH 3
                                                                      |             |
                                      NaOH
                    CH CHO CH CH CHO  CH  CH CH CHO CH CH   CH  C CHO CH CH  C CHO CH CH   CH CHCHO
                                                 
                                                                                     
                                                                            
                                                                                                     
                          
                                                                       
                                                     
                                                                                          
                                                         
                                2
                                                                               3
                                                             3
                                            3
                                                                                             3
                             3
                      3
                                                                                                2
                                                               2
                                       

                       5.  Other reactions:
                          (a) Carrizzaro reaction:
                                      NaOH
                                                   
                              2HCHO     HCOONa CH OH
                                                       3
                                        NaOH
                              C H CHO    C H C OH C H COONa
                                                      
                               6 5
                                               6 5 2
                                                         6 5
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