*20. The two isomeric compounds with the formula C10H14 have NMR spectra shown below. Make no attempt to interpret the aromatic proton area between 7.1 and 7.3 ppm except to determine the number of protons attached to the aromatic ring. Draw the structures of the isomers. C10H14 5.10 7.5 7.0 1.10 2.15 3.04 2.94 4.0 2.0 1.0 (a) C10H14

The following 1H NMR spectra are for four compounds, each with molecular formula of C6H12O2. Identify the compounds

Identify the structure of the compound a with a formula of C3H6O2 having the following IR, and 1H NMR spectra (integrals and multiplicity shown in the boxes: s-singlet, d-doublet, t-triplet, q-quartet, etc.). Label the spectra with proper information you deduced (functional groups, number of protons, fragments, etc.). Compound formula.  C3H6O2 Questions to help you decide  What is the element of unsaturation of the molecular formula? Show the equation you use: What are the functional groups present in this molecule? Show all of them belowDraw at least two possible structures that have the . required element of unsaturation as well as the observed functional groups: Based on the 1H NMR above, what molecular fragmentations do you see: Draw your final decision of the structure below. Is this one of the structures in your answer 5C?

3. Propose a structure for an organic compound with molecular formula C3H1404 given the following 'H NMR and IR spectra. Draw the structure only, no need to interpret the spectra. 1H NMR Spectrum IR Spectrum Triplet Singlet d (6H) 8 (4H) 8 (4H) 1740 cm1 Quartet