Page 25 - Practical-organic-3
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Glucosazone: Reactions Type & Mechanism


                                                        (Condensation, Oxidation, Condensation)




















                                                          st
          1.  Condensation  occurs  between  the  1   molecule  of  phenylhydrazine  and  the  1   aldehyde  carbon  of  glucose  and  one
                                                                                                             st
              molecule of water is removed.

                     nd
                                                                           nd
          2.  The 2  molecule of phenylhydrazine oxidizes the 2  carbon of glucose (hydroxyl becomes ketone).
                     rd
          3.  The 3  molecule of phenylhydrazine is condensed with the ketone carbon of glucose and another molecule of water is

              removed.

           Role of sod acetate           Avoid highly acidic medium, why?                                      The uses of osazone?

           ◼  It acts as a buffer to  ◼  As a highly acidic medium leads  ◼  Differentiate  between  different  types  of  carbohydrates

              maintain pH                    to loss of the nucleophilic                  which give yellow osazone crystals that differ in their shapes
                                             character of the amino                       under the microscope according to the carbohydrate type.
              slightly acidic at 4.3.                                                 ◼  Glucose and fructose give needles.
                                             group of phenylhydrazine.
                                                                                      ◼  Maltose gives plates.






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