1. C 5 H 12 O MW = 88.15

5. Solve the structure with no further information

6. Two equally sized peaks That differ by 2 units: Bromine

7. Solve the structure with no further information Two equally sized peaks That differ by 2 units: Bromine M–81 M–79

8. Solve the structure with no further information Two equally sized peaks That differ by 2 units: Bromine M–81 M–79

9. Solve the structure with no further information Two equally sized peaks That differ by 2 units: Bromine M–81 M–79

10. C 9 H 10 O IHD=5

11. C 9 H 10 O IHD=5

12. C 9 H 10 O IHD=5 M–CH 3

13. C 9 H 10 O IHD=5 M–CH 3 The above fragments account for C 8 H 10

14. C 9 H 10 O IHD=5 M–CH 3 The above fragments account for C 8 H 10

15. C 9 H 10 O IHD=5 M–CH 3 The above fragments account for C 8 H 10

16. C 9 H 10 O IHD=5 M–CH 3 The above fragments account for C 8 H 10

21. 142 113 85 72 57 29 43 99 142 86 71 58 43 A B 1 2

22. 142 113 85 72 57 29 43 99 142 86 71 58 43 A B

23. 142 113 85 72 57 29 43 99 142 86 71 58 43 A B

24. 142 113 85 72 57 29 43 99 142 86 71 58 43 A B

25. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement A B

26. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement A B

27. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement A B 1

28. 142 113 85 72 57 29 43 99 142 86 71 58 43

29. 142 113 85 72 57 29 43 99 142 86 71 58 43

30. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement

31. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement Double McLafferty rearrangement

32. 142 113 85 72 57 29 43 99 142 86 71 58 43 McLafferty rearrangement Double McLafferty rearrangement

33. UV-Vis problems  -unsaturated ketone Table 7.12

34. Base value: 202 nm UV-Vis problems  -unsaturated ketone Table 7.12

35. Base value: 202 nm  -hydroxy group: 35 nm UV-Vis problems  -unsaturated ketone Table 7.12

36. Base value: 202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12

37. Base value:202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12 249 nm

38. Base value:202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12 249 nm Base value:215 nm

39. Base value:202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12 249 nm Base value:215 nm  -alkyl group: 10 nm

40. Base value:202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12 249 nm Base value:215 nm  -alkyl group: 10 nm  -alkyl group: 12 nm

41. Base value:202 nm  -hydroxy group: 35 nm  -alkyl group: 12 nm UV-Vis problems  -unsaturated ketone Table 7.12 249 nm Base value:215 nm  -alkyl group: 10 nm  -alkyl group: 12 nm 237 nm

42. UV-Vis problems  -unsaturated ketone Table 7.12

43. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm

44. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm

45. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm

46. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm

47. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm

48. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm

49. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm Base value:215 nm

50. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm Base value:215 nm  -hydroxy group: 30 nm

51. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm Base value:215 nm  -hydroxy group: 30 nm  -alkyl group: 12 nm

52. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkyl group: 10 nm Two  -alkyl groups24 nm Two exocyclic double bonds10 nm 259 nm Base value:215 nm  -hydroxy group: 30 nm  -alkyl group: 12 nm 257 nm

53. UV-Vis problems

54.  -unsaturated ketone Table 7.12 Base value:215 nm

55. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm

56. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm

57. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm

58. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm

59. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm

60. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm

61. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm

62. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm Base value:215 nm

63. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm Base value:215 nm  -alkyl group: 10 nm

64. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm Base value:215 nm  -alkyl group: 10 nm  -alkyl groups: 24 nm

65. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm Double bond Extending conjug.30 nm  -alkyl group: 12 nm  -alkyl group:18 nm  -alkyl group:18 nm Two exocyclic double bonds10 nm 303 nm Base value:215 nm  -alkyl group: 10 nm  -alkyl groups: 24 nm 249 nm

66. UV-Vis problems  -unsaturated ketone Table 7.12

67. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm

68. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm  -alkyl group10 nm

69. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm  -alkyl group10 nm Two  -alkyl groups24 nm

70. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm  -alkyl group10 nm Two  -alkyl groups24 nm exocyclic double bond5 nm

71. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm  -alkyl group10 nm Two  -alkyl groups24 nm exocyclic double bond5 nm 241 nm

72. UV-Vis problems

74.  -unsaturated ketone Table 7.12 Base value:215 nm

75. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm

76. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm  -alkoxy (OMe) 30 nm

77. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm  -alkoxy (OMe) 30 nm Double bond Extending conj30 nm

78. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm  -alkoxy (OMe) 30 nm Double bond Extending conj30 nm >  alkyl group18 nm

79. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm  -alkoxy (OMe) 30 nm Double bond extending conj30 nm >  alkyl group18 nm Homodiene39 nm

80. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:215 nm  -alkoxy (OMe) 35 nm  -alkoxy (OMe) 30 nm Double bond extending conj30 nm >  alkyl group18 nm Homodiene39 nm 367 nm

81. UV-Vis problems  triene Table 7.5

82. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm

83. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm

84. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm Oalk group6 nm

85. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm Oalk group6 nm N(Alk)260 nm

86. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm Oalk group6 nm N(Alk)260 nm 5 alkyl residues25 nm

87. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm Oalk group6 nm N(Alk)260 nm 5 alkyl residues25 nm 4 exocyclic double bonds20 nm

88. UV-Vis problems  triene Table 7.5 Base value (heteroannular diene):214 nm Double bond extending conjugation30 nm Oalk group6 nm N(Alk)260 nm 5 alkyl residues25 nm 4 exocyclic double bonds20 nm 355 nm

89. UV-Vis problems 

90.  -unsaturated ketone Table 7.12 Base value:202 nm

91. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm

92. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm  -NR 2 95 nm

93. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm  -NR 2 95 nm  -OAc6 nm

94. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm  -NR 2 95 nm  -OAc6 nm 2  and higher alkyls36 nm

95. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm  -NR 2 95 nm  -OAc6 nm 2  and higher alkyls36 nm Two exocyclic olefins10 nm

96. UV-Vis problems  -unsaturated ketone Table 7.12 Base value:202 nm Extended conjugation30 nm  -NR 2 95 nm  -OAc6 nm 2  and higher alkyls36 nm Two exocyclic olefins10 nm 379 nm