NMRproblemsKey

NMRproblemsKey - 17 16 c=9H 1.06 15 14 OH benzophenone,...

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7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 1.06 6.68 6.92 6.96 7.25 7.27 7.29 7.31 } a = multiplet 10H b = 1 H c = 9 H 1 H-NMR of Compound C δ (ppm) Jones benzophenone, NaOH, H 2 O, heat (dehydration) C H I R A L (+)Lucas A C H I R A L (-)Tollen's A C H I R A L (+)Br 2 Test, (+)2,4-DNP Compound A (C 6 H 14 O) Compound B (C 6 H 12 O) Compound C (C 19 H 20 O) O OH * O H c c c b a a
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7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0 1 2 3 4 5 6 7 8 9 10 11 1.24 1.87 1.89 1.91 2.45 3.47 3.49 3.51 7.10 7.14 7.16 7.19 Compound A: C 11 H 16 O a = multiplet 5 H b = 2H c = 1H d = 2H e = 6H δ (ppm) C CH 2 CH 3 CH 3 CH 2 OH a b c e d e 1) Jones 2) tert -butyl alcohol, Dowex 50X, heat
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7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0 5 10 15 1.31 1.41 2.76 7.10 7.12 7.14 7.15 7.17 7.30 Compound B: C 15 H 22 O 2 δ (ppm) a = multiplet 5H b = 2H c = 9H d = 6H C CH 2 CH 3 CH 3 C O O C CH 3 CH 3 CH 3 a b c d c c d 10.0 9.5 9.0 8.5 8.0
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This note was uploaded on 11/30/2008 for the course CHEM 2364 taught by Professor Davila during the Spring '08 term at LSU.

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NMRproblemsKey - 17 16 c=9H 1.06 15 14 OH benzophenone,...

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