University:
Eastern Kentucky University
Course:
CHE 361 | Organic Chemistry I
Academic year:

2021
Views:

373

Pages:

3
Author:

Dania Lynch

Figure 1: Figure 1 shows the mechanism for the formation of the nitronium ion from the reagents nitric acid and sulfuric acid. Figure 2: Figure 2 shows the mechanism for the formation of methyl m-nitrobenzoate from the reactants methyl benzoate and nitronium ion. Figure 3: Figure 3 shows the mechanism for the formation of methyl o-nitrobenzoate from the reactants methyl benzoate and nitronium ion. Figure 4: Figure 4 shows the mechanism for the formation of methyl p-nitrobenzoate from the reactants methyl benzoate and nitronium ion. Table 1: Table of Reagents Compound Molecular Weight (g/mol) Boiling Point (°C) Melting Point (°C) 32.04 64.7 methyl benzoate 136.15 199.0 methyl m-nitrobenzoate 181.15 — methyl o-nitrobenzoate 181.15 methyl p-nitrobenzoate 181.15 nitric acid nitronium ion sulfuric acid 98.07 water 18.02 methanol Density (g/ cm3) -97.8 0.79 -12.4 1.09 78.0-80.0 — — -13.0 — — 94.0-96.0 — 63.01 83.0 -41.6 1.51 46.01 — -9.3 — 337.0 10.3 1.83 100.0 0.0 1.00 Equation 1: Equation 1 shows the two calculations to determine the limiting reagent. Methyl benzoate is the limiting reagent, and 2.20x10-3 mol is the theoretical yield. Equation 2: Equation 2 shows the calculation for the actual yield, which is 4.03x10-4. Equation 3: Equation 3 shows the formula and calculation for percent yield which is 18.32%. Table 3: Proton NMR Analysis for m-Nitrobenzoate Label Multiplicity Integration Shift (ppm) A 1 3 3.9 B 3 1 7.7 C 2 2 8.5 D 1 1 8.9