Page 1162 - Advanced Organic Chemistry Part A - Structure and Mechanisms, 5th ed (2007) - Carey _ Sundberg
P. 1162

c.                                                                         1147
                      O                                         O                          PROBLEMS
                              ) CO H  +  CH (CH ) OH
                          (CH 2 6  2    3   2 7      hv 350 nm      (CH ) CO H
                                                                       2 6
                                                                           2
                                                   benzophenone
                                                                   CH(CH ) CH 3
                                                                        2 6
                                                                   OH
                  d.
                        CH 3                CH 3
                     CH 3     CD 3     CD 3     CH 3      CH 3  CD 3 CH
                                  hv                 +               3
                                > 290 nm
                                       O                  O
                         O
                                            CD  group is equally distributed
                                               3
                                            between the exo and endo positions
                  e.
                        O
                                            O
                                   hv           OCH 3
                         CH 3                   CH
                                 CH OH            3
                                   3
                       CH 3                   CH 3
                  f.

                          O                         O            CH 3  O
                     CH 3             hv      CH 3
                               CH 3  > 290 nm
                                                                      CH 3
                              CH 3    H +               CH 3      CH 3
                                                    CH 3      product in the
                                                              absence of acid

                  g.
                                                H   D
                          CH   CD 2
                                     hv             D
                                                    H
                          CH   CD 2            D  D


                  h.
                             hv



                  i.
                       O                          O

                                    hv
                               benzophenone
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