Slide 1Slide 2Slide 3Slide 4Slide 5Slide 6Slide 7Slide 8Slide 9Slide 10Slide 11Slide 12Slide 13Slide 14Slide 15Slide 16Slide 17Slide 18Slide 19Slide 20Slide 21Slide 22Slide 23Slide 24Slide 25Slide 26Slide 27Slide 28Slide 29Slide 30Slide 31Slide 32Slide 33Slide 34Slide 35Slide 36Slide 37Slide 38Slide 39Slide 40Slide 41Slide 42Slide 43Slide 44Slide 45Slide 46Slide 47Slide 48Slide 49Slide 50Slide 51Slide 52Slide 53Slide 54Slide 55Slide 56Slide 57Slide 58Slide 59Slide 60Slide 61Slide 62Slide 63Slide 64Slide 65Slide 66Slide 67Slide 68Slide 69Slide 70Slide 71Slide 72Slide 73Slide 74Slide 75Slide 76Slide 77Slide 78Slide 79Slide 80Slide 81Slide 82Slide 83Slide 84Slide 85Slide 86Slide 87Slide 88Slide 89Slide 90Slide 91Slide 92Slide 93Slide 94Slide 95Slide 96C5H12O MW = 88.15OHC5H12O MW = 88.15OHOHCH3H3C+•OHCH3H3C+•m/z = 73m/z = 88HHC5H12O MW = 88.15OHOHCH3H3C+•OHCH3H3C+•m/z = 73m/z = 88HHOHCH3H3C+•m/z = 88OH+CH3CH2H3C•m/z = 45HHC5H12O MW = 88.15OHOHCH3H3C+•OHCH3H3C+•m/z = 73m/z = 88HHOHCH3H3C+•+•+•m/z = 70m/z = 70OHCH3H3C+•m/z = 88OH+CH3CH2H3C•m/z = 45HHSolve the structure with no further informationSolve the structure with no further informationTwo equally sized peaksThat differ by 2 units: BromineSolve the structure with no further informationTwo equally sized peaksThat differ by 2 units: BromineM–81M–79Solve the structure with no further informationTwo equally sized peaksThat differ by 2 units: BromineM–81M–79CH2+Solve the structure with no further informationTwo equally sized peaksThat differ by 2 units: BromineM–81M–79CH2+CH2++•BrBr•C9H10OIHD=5C9H10OIHD=5CH2+C9H10OIHD=5CH2+M–CH3C9H10OIHD=5CH2+M–CH3• The above fragments account for C8H10C9H10OIHD=5CH2+M–CH3• The above fragments account for C8H10CH3O+•O+O+CH3•m/z = 119C9H10OIHD=5CH2+M–CH3• The above fragments account for C8H10CH3O+•O+O+CH3•H2C+m/z = 91m/z = 119C9H10OIHD=5CH2+M–CH3• The above fragments account for C8H10CH3O+•CH3O+CH3O+•m/z = 43CH3O+•O+O+CH3•H2C+m/z = 91m/z = 119O OOEtO OOEtO OOEt+•O+OOEt•m/z = 105O OOEtO OOEt+•O+OOEt•m/z = 105O OOEt+•OEtO+O•m/z = 73O OOEtO OOEt+•O+OOEt•m/z = 105O OOEt+•OEtO+O•m/z = 73+COm/z = 7714211385725729439914286715843OOmatch the compound toit's spectrumAB1214211385725729439914286715843AB14211385725729439914286715843OO+•+m/z = 113m/z = 85+AB14211385725729439914286715843OO+•+m/z = 113m/z = 85+OO+•+m/z = 57m/z = 29+AB14211385725729439914286715843OO+•+m/z = 113m/z = 85+OO+•+m/z = 57m/z = 29+OHOH+•+•m/z = 72McLaffertyrearrangementABOO+•+m/z = 4314211385725729439914286715843OO+•+m/z = 113m/z = 85+OO+•+m/z = 57m/z = 29+OHOH+•+•m/z = 72McLaffertyrearrangementABOO+•+m/z = 4314211385725729439914286715843OO+•+m/z = 113m/z = 85+OO+•+m/z = 57m/z = 29+OHOH+•+•m/z = 72McLaffertyrearrangementOAB114211385725729439914286715843OO+•+m/z = 99m/z = 71+14211385725729439914286715843OO+•+m/z = 99m/z = 71+OO+•+m/z = 71+m/z = 4314211385725729439914286715843OO+•+m/z = 99m/z = 71+OO+•+m/z = 71+m/z = 43OHOH+•+•m/z = 86McLaffertyrearrangementOOHH+•+•m/z = 114NOT OBSERVED14211385725729439914286715843OO+•+m/z = 99m/z = 71+OO+•+m/z = 71+m/z = 43OHOH+•+•m/z = 86McLaffertyrearrangementOOHH+•+•m/z = 114NOT OBSERVEDOHOH+•+•m/z = 58DoubleMcLaffertyrearrangement14211385725729439914286715843OOO+•+m/z = 99m/z = 71+OO+•+m/z = 71+m/z = 43OHOH+•+•m/z = 86McLaffertyrearrangementOOHH+•+•m/z = 114NOT OBSERVEDOHOH+•+•m/z = 58DoubleMcLaffertyrearrangementOOOHUV-Vis problems-unsaturatedketoneTable 7.12Base value: 202 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12Base value: 202 nm-hydroxy group: 35 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12Base value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12Base value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12249 nmOBase value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12249 nmBase value: 215 nmOBase value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12249 nmBase value: 215 nm-alkyl group: 10 nmOBase value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12249 nmBase value: 215 nm-alkyl group: 10 nm-alkyl group: 12 nmOBase value: 202 nm-hydroxy group: 35 nm-alkyl group: 12 nmOOHUV-Vis problems-unsaturated ketoneTable 7.12249 nmBase value: 215 nm-alkyl group: 10 nm-alkyl group: 12 nm237 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12UV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nmMeOMeMeOMeUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmOHOUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmOHOBase value: 215 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmOHOBase value: 215 nm-hydroxy group: 30 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmOHOBase value: 215 nm-hydroxy group: 30 nm-alkyl group: 12 nmUV-Vis problemsMeOMe-unsaturated ketoneTable 7.12Base value: 215 nm-alkyl group: 10 nmTwo -alkyl groups 24 nmTwo exocyclic double bonds 10 nm259 nmOHOBase value: 215 nm-hydroxy group: 30 nm-alkyl group: 12 nm257 nmOUV-Vis problemsOUV-Vis problems-unsaturated