Q3 Lab#3 Amide DEET FINAL.docx

N n diethyl m toluamide was successfully synthesized

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N, N-diethyl-m-toluamide was successfully synthesized from m-toluic acid and diethyl amine with thionyl chloride. Various spectroscopic techniques such as infrared spectroscopy and 1 H NMR were utilized to characterize the product. The infrared spectrum exhibited 2 stretches just under 3000 and a stretch at 1633.32, indicating the presence of sp3 C-H bonds and a C=O amide bond, respectively. More significantly, there is a C- N stretch at 1219.91 that proves the reaction occurred. Furthermore, the lack of an O-H stretch means the m- toluic acid fully reacted and wasn’t present in the product. These functional groups interpreted from the IR correctly identify with N, N-diethyl-m-toluamide. 1HNMR also confirms the successful reaction by providing information on the structure of the product. The analysis of the singlets from the substituent hydrogens and the multiplet from the aromatic hydrogens accurately correlates with the structure of N, N-diethyl-m-toluamide, with the ethyl groups that branch off the nitrogen. The integration values for the product further add up to the 17 hydrogens that are present. The experiment achieved a crude yield of 56.4% and a final yield of 20.6%. The
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