16.88 An alcohol was treated with HBr, yielding a mixture of 1-bromopent-2-ene and 3-bromopent-1-ene. The 'H and 13C NMR spectra of the starting alcohol are given here. Determine the structure of the starting alcohol and draw a complete, detailed mechanism to account for each of the products. 1.2 6 5 Chemical shift (ppm) 10 8 7 4 3 2 200 175 150 125 100 75 50 25 Chemical shift (ppm) -은

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16.88 An alcohol was treated with HBr, yielding a mixture of 1-bromopent-2-ene and 3-bromopent-1-ene. The 'H and 13C NMR
spectra of the starting alcohol are given here. Determine the structure of the starting alcohol and draw a complete,
detailed mechanism to account for each of the products.
1.2
6 5
Chemical shift (ppm)
10
8
7
4
3
2
200
175
150
125
100
75
50
25
Chemical shift (ppm)
-은
Transcribed Image Text:16.88 An alcohol was treated with HBr, yielding a mixture of 1-bromopent-2-ene and 3-bromopent-1-ene. The 'H and 13C NMR spectra of the starting alcohol are given here. Determine the structure of the starting alcohol and draw a complete, detailed mechanism to account for each of the products. 1.2 6 5 Chemical shift (ppm) 10 8 7 4 3 2 200 175 150 125 100 75 50 25 Chemical shift (ppm) -은
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