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Methyl 3-Nitrobenzoate Lab Report

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The experimental melting point range of methyl 3-nitrobenzoate was found to be 78-80 ˚C, which is exactly the range given within the literature as the standard melting point range for methyl 3-nitrobenzoate (78-80˚C).10 However, the percentage yield was calculated to be 140%, far above a perfect reaction yielding 100%, at which is unlikely to be obtained due to experimental error. The final product was found to contain a yellow disk of consolidated contaminated product; however it could be easily removed, and did not adhere to the purified crustal product. Consequently, these product observations and percent yield indicated a contaminated yield. As the final product mass was 0.161g over the maximum product yield of 0.399g that could be synthesized …show more content…

One occurrence noticed during experimental procedures was the deterioration of the filter paper used in the Hirsch funnel during vacuum filtration of the product. Filter paper pieces were observed to remain in solution and could not be filtered or separated out. Therefore, it can be summarized that product contamination is most likely attributed to filter paper pieces dispersed throughout the crystalized product. Despite this the synthesized chemical product was pure throughout its composition in accordance with the experimental melting point data recovered correlating with that of the literature …show more content…

The proton spectra of methyl benzoate has four unique proton environments and 4 splitting patterns along the spectra. A triplet (2H) at 7.55ppm, another triplet at 7.68ppm, a doublet at 8.04ppm and a large singlet peak at 3.89ppm. The large singlet peak from the primary alkyl located on the ester functional group is the same as that from methyl 3-nitrobenzoate (Figure 3). The primary difference between the two is the creation of a completely new proton environment and expression of complex splitting pattern between 8.41ppm-8.338ppm. Also, the splitting in the spectra of methyl 3-nitrobenzoate (Figure 2) creates more defined and prominent peak splitting patterns further downfield due the addition of the second electron withdrawing group (the nitro group) in comparison to the spectra of methyl benzoate (Figure

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