Chapter 95, Problem 9P

Below are the ¹H NMR spectrum of triphenylmethanol, benzophenone, and bromobenzene. Identify the compound corresponding to each ¹H NMR spectrum and draw the structure next to the ¹H NMR spectrum. Assign ALL peaks in each of the three ¹H NMR spectra. Hint: Conjugated systems (benzophenone) including an electronegative atom will cause a more downfield shift of ring protons in ¹H NMR compared with non-conjugated systems (bromobenzene). 8 8 8 7 7 7 6 6 6 5 5 5 4 PPM 4 PPM 4 PPM 3 3 3 2 2 2 1 1 1 0 0 0

The HNMR spectra shown below contains six singlets that correspond to the six different proton groups identified in structure 1. Use an HNMR table to help match each signal to a proton group.

Provide structures for nmr spectra assign peaks to the protons in the molecule

Give the Proton NMR Interpretation of the peaks

The COSY NMR spectrum of 2-methyl-3-pentanone is shown below. Draw the structure of 2-methyl-3-pentanone and number the proton environments sequentially. Label each signal in the COSY spectrum according to which proton environment it relates to in the structure of the molecule.

Draw here the structure of 2-Chloropropene and encircle or point using arrows the different kinds of protons that would show in its 1H NMR spectrum.

3b. Assign the correct signal in the 1H NMR spectrum for each proton signal in the following compound. Label the signal as Ha, Hb, Hc and Hd and name all the splitting patterns.

a) Make a table of the chemical shift, multiplicity and number of hydrogens for each 1H-NMR signal. b) Propose a structure consistent with the data and assign each proton in your structure to a signal in the NMR spectrum.

5. Propose structures for the following molecules using their NMR spectra and empirical formulas. Explain the choice. Assign the lines in NMR spectrum to their respective protons in 4-methoxybenzaldehyde. Hint: Draw a structure showing all atoms, this will help  to identify the types of proton