Question

3. For each of the following structures identify how many signals, their approximate location and splitting (if applicable) in the 'Hand C spectrum; STIC

Answer 1

1 2 3 4 signals 2 signal 2 signals 4 'H-NMR (DMSO-46): 'H-NMR (CDC): 13C NMR: | 1-singlet, at delta 3.8 2- triplet at delta 3.4 2-singlet, at delta 63 2- triplet, at delta 3.4 3- triplet at delta 2.8 3-singlet, at delta 27 3- triplet, at delta 2.8 4 singlet at delta 1.3 In CDC1, solvent, exchangable protons will not give signals due to exchange with deuterium. 1 2 B. o 2 signals 3 signals H-NMR: 13 C-NMR: H3Co 1-singlet at delta 2.2 1- singleţ at delta 20 2-singlet at delta 3.8 2-singlet at delta 55 3- singlet at delta 175 Cyclohexene ring is in chair confomer, hence axial and equatorial protons be have differently in magnetic field and splits 7 signals 7 a 4 I b 1H-NMR: ó signal 1-multiplate, at delta 1.7 13 C-NMR: 2-multiplate, at delta 1.9 - singlet, at delta 28 3-multiplate, at delta 2.0 b-singlet, at delta 33 OH 6 4-multiplate, at delta 2.3 - singlet at delta 35 5-multiplate, at delta 3.4 d-singlet at delta 68 6-singlet, at delta 3.7 e- singlet at delta 123 7-multiplate, at delta 5.6 f-singlet at delta 126 H