Structure Problems For each of the structure determination problems try to solve the structure. Provide a hand-drawn bond line structure for your answer. Assign the proton NMR signals. And propose an ion that explains the base peak. Problem 4 An isomer of the compound from problem 1 I 100 16--0164 57 80 60 Relative Intensity 40 TIM 125 20- 0 25 100 125 75 m/z Problem 4 C ChemistrySteps.com . 4 PPM 1H 2 Problem 1 Provide a hand-drawn bond line structure for each of the following: a) B-chloropentanal b) 4-methyl-2-pentanone c) The diethyl acetal of 3-methylcyclopentanone d) The enamine formed upon reaction of dimethylamine with 2,2-dimethylcyclohexanone e) The product that results from reaction of acetone with phenylmagnesium bromide (after workup)