Organic Chemistry 302

Examination One-Feb. 17, 1999

 

 

I.                (25 points)  Identify the following compound:

 

IR

               

  cm-1

 intensity

3200-2980

s

1724

    vs

1660

    w

 

UV

             lmax            emax

             244nm        87

 

 

Mass Spec

 

114

M

113

 

99

 

83

 

71

 

57

 

43

 

31

 

15

 

 

NMR

 

 

 

 


 

 

 


II.              (25 points)  Identify the following compound:

 

IR

 

            cm-1          intensity           

3150-2880                                   s

1660                                         m

890                                           s

780                         s

UV

     l-max             emax

   251 nm            13,800

 

Mass Spec

 

 

           156    M                        113

155   M                              111

154   M                         43

153                               37

141                               35

139                               29

127                               15

125

119

 

 

 

NMR

 

 


 

 

 

 


III.            (25 points)  Identify the following compound:

 

IR

            cm-1           intensity

3600                                    vs

3210-2980                              s

 

UV

 

     No signal   

 

Mass Spec

 

146   M+

145

131

129

115

101

87

59

45

31

17

15

 

 

NMR

 

 


 

 

 


IV.            (25 points)  Identify the following compound:

 

IR

 

                 cm-1            intensity

3150-3020                              s

1734                                         vs

1661                                          m

980                          s

 

UV

 

          lmax                    emax

254                                   16,000

289                                   14,700

321                                       104

 

 

Mass Spec

 

146        M+

145

131

15

 

 

NMR