We are trying to determine the substitution pattern on an aromatic ring by looking at the region from around 6 to 10 on the proton NMR spectrum. 10 We don't care what the side chain(s) is/are, we're just calling them F, and K (if needed). Which of the following compounds is represented by this proton NMR? F D OB OA A O C B C D

In the following FTIR Spectrum, what functional group can you recognize? 100 Carboxylic acid Alcohol Ether O Alkene 3000 2000 www HAVENUMBERI-l 1500 1000 500

We are trying to determine the substitution pattern on an aromatic ring by looking at the region from around 6 to 10 on the proton NMR spectrum. 10 We don't care what the side chain(s) is/are, we're just calling them F, and K (if needed). Which of the following compounds is represented by this proton NMR? F D OB OA A O C B C D

5. L-dopa is used in the treatment of Parkinson's disease. Identify the four most acidic protons and arrange them in order of increasing acidity. :0: HO: : OH OH 6. Coumarins are a class of natural products produced by plants and animals. It has a wide variety of applications in cosmetics, food industry and fluorescent laser dyes. In the 'HNMR spectrum of coumarin derivate shown below, the two signals farthest downfield are at 7.38 and 8.42 pm. Identify the two protons that most likely give rise to these signals and justify your answer using resonance structures. :0:

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.

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.

300 MHz 1H NMR spectra in CDCl3 are shown below for five of the six isomers of dimethylphenol. Match each spectrum to the appropriate compound and assign the resonances of the spectrum to the appropriate protons in the compound.

b) Propose structures for compounds of the following molecular formulas, using the spectra given below.Show your work

Which structure is most consistent with the proton NMR spectrum shown below?

Ha, Hb, Hc, Hd or cant tell