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- 3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1ΗNMR: 1.4 δ (2 H, quartet, J=7 Hz); 1.2 δ (6H, singlet): 1.0 δ (1 H, singlet); 0.9 δ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 δ (a) Assuming that the compound contains C and H but may or may not contain O, give three possible molecular formulas (b) How many protons (H) does the compound contain? (c) What functional groups(s) does the compound contain? (d) How many carbons does the compound contain? (e) What is the molecular formula of the compound? (f) What is the structure of the compound? (g) Assign peaks in the molecule’s 1HNMR spectrum corresponding to specific protons.
- Assign as many resonances as you can to specific carbon atoms in the 13C NMR spectrum of ethyl benzoate.The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum has a strong band at 1711 cm-1. The broadband-decoupled 13C NMR spectral results are tabulated along with the DEPT135 and DEPT90 information. Draw the structure of this compound.When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in chloroform, exchange of the Ο-H proton is slow and spin-spin splitting is seen between the Ο-H proton and C-H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols? (a) 2-Methyl-2-propanol (b) Cyclohexanol (c) Ethanol (d) 2-Propanol (e) Cholesterol (f) 1-Methylcyclohexanol
- How many signal(s) will appear in the H-NMR spectrum of toluene (structure shown below)? O5 4-CH3 HO NH2 Br How many signals would you see in the 13C NMR spectrum of compound 2? 0 4 O 5 0 7 0 3 0 6 19 @ 2# 24 3 4 9- W E R T 4 Y A S C 2.5. Determine the structure of a compound with a molecular formula of C4H8O2 with the 13C and 'H NMR spectra below. No peaks exchange with D20 on the 'H NMR spectrum. ada I=2 |=3 1=3 1.2 4.0 4.0 3.0 2.0 1.0