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- Sketch what you might expect the 1H and 13C NMR spectra of the following compound to look like (green = Cl):Propose a structure consistent with the following spectral data for a compound C8H18O2: IR: 3350 cm-1 1H NMR: 1.24 δ (12 H, singlet); 1.56 δ (4 H, singlet); 1.95 δ (2 H, singlet)3-Methyl-2-butanol has five signals in its 13C NMR spectrum at 17.90, 18.15, 20.00, 35.05, and 72.75 . Why are the two methyl groups attached to C3 nonequivalent? Making a molecular model should be helpful.
- Compound F, a hydrocarbon with M+=96 in its mass spectrum, undergoes reaction with HBr to yield compound G. Propose structures for F and G, whose 13C NMR spectral data are given below. Compound F Broadband-decoupled 13C NMR: 27.6, 29.3, 32.2, 132.4 DEPT-90: 132.4 DEPT-135: positive peak at 132.4 ; negative peaks at 27.6, 29.3, 32.2 Compound G Broadband-decoupled 13C NMR: 25.1, 27.7, 39.9, 56.0 DEPT-90: 56.0 DEPT-135: positive peak at 56.0 ; negative peaks at 25.1, 27.7, 39.93-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.How many peaks would appear in 1H NMR and 13C NMR for the following structure (ignore splitting). 1H NMR: 13C NMR:
- (a) Draw all six isomers of formula C4H8 (including stereoisomers).(b) For each structure, show how many types of H would appear in the proton NMR spectrum.(c) For each structure, show how many types of C would appear in the 13C NMR spectrum.Propose a structure for the 1H NMR below and assign the peaks in the proposed structure.How many peaks would appear in 1H NMR and 13C NMR for the following structure (ignore splitting).
