Shown below is the mass spectrum of eugenol. Directly on the spectrum, identify the base peak, the M peak, the M+1 peak, and the M+2 peak. R.I. 100 - 80- NI BIS Relative Intensity 40 20- 25 150 175 100 m/ m/z 15 18 27 28 29 38 39 40 41 43 50 51 52 53 55 62 63 64 65 66 67 75 77 78 79 81 89 91 92 R.I. 2.1 3.4 5 2.2 1.1 1.7 9.9 1.8 5.7 3.2 3.1 9.2 3.

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Shown below is the mass spectrum of eugenol. Directly on the spectrum, identify the base peak, the M peak, the M+1 peak, and the M+2 peak. R.I. 100 - 80- NI BIS Relative Intensity 40 20- 25 150 175 100 m/ m/z 15 18 27 28 29 38 39 40 41 43 50 51 52 53 55 62 63 64 65 66 67 75 77 78 79 81 89 91 92 R.I. 2.1 3.4 5 2.2 1.1 1.7 9.9 1.8 5.7 3.2 3.1 9.2 3.5 3.4 17.7 1.4 3.5 1.1 7.3 3 1.1 1 20.7 5.5 5.2 1.7 1.3 14.2 1.9 m/z continued 93 4.5 94 4.9 95 1 102 1.3 103 18.8 104 13.7 105 5.6 106 1 107 2.7 115 1.8 119 1.6 120 1 121 14.4 122 5.4 131 18.3 132 7.7 133 14.5 134 1.7 135 1.3 137 15.2 138 1.5 147 4 149 28.8 150 3 163 3.6 164 100 165 11.1 166 1 Calculate the theoretical intensities of the M+1 and M+2 peaks based on the reported intensity of the M peak. How do they agree with the values given? Propose a structure for the fragment with the largest intensity peak:

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