Experiment #11: Additional Topics in NMR Spectroscopy Reading: Solomons-sections
ID: 591204 • Letter: E
Question
Experiment #11: Additional Topics in NMR Spectroscopy Reading: Solomons-sections 9.8B and 99(pp. 403-414) and 911 (pp. 41 (pp. 546-551) and 14.II (pp. 556-559) 417-422). Smith 14.7-14.8 Williamson Chapter 12. Discussion: Carbon-13 NMR- 15 minutes. J values to determine isomers of alkenes and substituted aromatics 15 minutes. Diastereotopic nuclei and tree diagrams- 15 minutes. STUDENT NAME Locker # each of these C,H16 isomers to the proper 13C NMR spectrum(all students) A. 2-ethylhex-1-ene B. 3,3 dimethylhex-1-ene C. trans-oct-4-ene D. cis-12 dimethylcyclohexane E. 2,44 trimethylpent-1 -ene 0 00 180 160 140 120 100 80 60 40 20 92Explanation / Answer
Page 92, first spectrum for (E)
25 for CH3 carbon next to olefinic carbon
30 for 3CH3's
31 for CH2 carbon
52 for quaternary C on which 3CH3's are attached
112 for alkenic carbon
144 for alkenic carbon
Page 93, first spectrum is for (B)
12 ppm for CH3 carbon
22 ppm for CH2 carbon between CH3 and CH2
34 ppm for CH2 carbon next to olefinic carbon
130 ppm for olefinic carbon
Page 93, second spectrum is for (D)
16 ppm for CH3 carbon
24 ppm and 31 ppm are for CH2 carbons
34 ppm is for CH carbon
Page 94, first spectrum is for (B)
14 ppm and 16 ppm are for two CH3's
26 for CH2 carbon
36 for CH2 carbon
43 for quaternary carbon on which 2CH3 are attached
110 for alkenic carbon
139 for alkenic carbon
Page 94, second spectrum is for (A)
12 ppm and 14 ppm are for the two CH3's
22 is for CH2 carbon
29 ppm and 31 ppm are for the CH2's in between
36 is for CH2 carbon next to alkenic bond
108 ppm , 152 ppm are for alkenic carbons
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