4. Consider the following two diastercomers: Both compounds generate ‘H NMR spectra with the following signals: A multiplet between 7.20-7.63 ppm with an integration of 5H Two separate doublets between 5.70-6.50 ppm, each with an integration of 1H A singlet around 1.30 ppm with an integration of 9H Despite the similarities, how could you differentiate between the H NMR spectra of these isomers?

5. Assign each set of protons to their appropriate signals in the ‘H NMR spectrum shown below. ‘H NMR Abbreviations: d doublet, t triplet, q q quartet, bs broad singlet, m -multiplet m d 1 5 4 2 PPM

Q Search opic data below, propose the structure of the following compound with the chemical formula of CsH11Br: ‘H NMR Abbreviations: t = triplet, p = pentet IR 2800-3000 13C NMR H NMR