B.) A compound with the chemical formula CsH₂O gives the ¹H NMR spectra below. Determine the HDI and then propose a structure of the unknown. Annotate the spectra with all relevant signals identified to support your answer. Hint: both peaks below could be classified as a singlet. 10 9 O

Which C-H bonds are responsible for the following peaks in the 1H NMR of this molecule? B= C=|| CTH1602 B PPM 10

What is the structure of the unknown? Determine it by analyzing the spectroscopic data given in IR, MS, 1H NMR, 13C NMR (Broadband decoupled with carbon types) and fully substantiate your answer with key supporting data from each spectrum.

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

Below is the ¹H NMR spectrum of a constitutional (structural) isomer of C9H100, with the integration given above each peak. In addition to other peaks not given here, the IR spectrum of the isomer showed a strong peak at 1700 cm-1 Determine which of the structures given below the spectrum matches the 1H NMR spectrum. H3C 5 A C CH3 CH3 HO B D PPM CH3 CH ₂ 2 FM N 3

A 13C NMR spectrum is shown for a molecule with the molecular formula of CsH11Cl. Draw the structure that best fits this data. 60 50 40 30 PPM 20 10 Q

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A DEPT NMR spectrum is shown for a molecule with the molecular formula of CsH12O. Draw the structure that best fits this data. 200 180 T 160 T 140 T 120 100 80 60 40 20 ppm 0 P