Please solve this organic chemistry question A carboxylic acid with the molecular formula C5H10O2 is treated with thionyl chloride to give compound A. Compound A has only one signal in its 1H NMR spectrum. Please figure out this carboxylic acid. You can write out name directly or molecular formula with functional groups (e.g. isopropanol (CH3)3COH). Hint: Only one H NMR signal means all hydrogens are in the same chemical status.

Draw the structure of the compound whose data is shown below. Upload your answer to receive full credit. C9H,NO3 There are 7 C-NMR signals. The compound is significantly deactivated toward electrophilic aromatic substitution. H-NMR: 12.7 ppm, s, 1H 10.3 ppm, s 1H 7.91 ppm, d, 2H 7.72 ppm, d, 2H 2.10 ppm, s 3H

3. The H-NMR spectrum of 1-bromobutane is shown below. The spectrum shows signals at 0.95 ppm, 1.45 ppm, 1.85 ppm and 3.45 ppm with relative integrations of approximately 3:2:2:2 respectively. Given the following proton assignments for 1-bromobutane, fill in the table provided below. Hd Hd (note that for the signal centered at 1.45 ppm, the small outlying peak at 1.58 ppm should be ignored) Hd Hb Hc 10 Hc Ha P Br Ha 2 Proton label a b C d Chemical shift (ppm) Relative integration 2 Predicted multiplicity 2 3 Observed multiplicity ppm

draw the strucutre based off the IR spectrum, 1H NMR spectrum, and 13C NMR spectrum for this compound.  This compound is an ester that is commonly used as food additive to give foods and beverages a fruity flavor. Its molecular formula is C7H14O2