Compound 11: C11H13NO 12 11 10 8 7 6 5 4 3 2 1 d(1 H) d(2 H) d(1 H) d(2 H) t(1 H) s(6 H) 200 180 160 140 120 100 80 60 40 20 CDS-06-408 ppm

For the structure and 1H NMR spectrum shown below, match the labeled hydrogen atom groups on the molecule (A-F) with the corresponding signals in the spectrum.

Counterfeit drugs are a common problem in developing regions of the world. Oftentimes, counterfeit pills are made with compounds such as lactose. A lab technician has obtained the IR spectrum shown above for a sample reported to be citalopram, an antidepressant drug. Does the IR spectrum belong to citalopram or lactose? Explain your answer by describing what feature of the IR spectrum confirms your choice and describe what feature is missing from the IR spectrum for the other compound. A. citalopram B. lactose

Using the following spectra and other information provided, identify the compounds, and all pertinent peaks are assigned in the spectra (correct compound, labeling proton spectrum, labeling carbon spectrum) Label the peaks on the spectrum and place the structure of the compound in the box on the right side of the spectrum.