Question
Please analyze the IR and NMR spectra. How pure it is? What impurities can be observed? Please label all major signals. The product is N,N-diethyl-m-toluamide. The product is obtained by the following reactions

CH3 CH3 SOCI2 + SO2 O=0 ОН CH3 CH3 -- + excess (CH3CH2)2NH + (CH3CH2)2NH2* crt ether CI N-CH2CH3 CH,CHE

Solvent is Et2O. Extracted with NaOH and then HCl and then H2O. Dried and then evaporated. To further purify the product, hexane was added to perform column chromatography. Evaporated.


1000 11 100 100 100 re am1 name Type here to a 0
399.65 MHz 0.05 ml : 0.5 ml CDC13 Assign. SDBS-IH NMRSDBS No. 7116HSP-48-603 C12H17 NO N,N-diethyl-m-toluamide (G)H,C HB) (E)

Clearer image for the IR image:


1021 1000 954 190 854 2971.79cm-1 800
YT 9 0 854 8 0 581.05cm) 165.60cm) 827.360p 754 706,000m-1 633.46cm-1 호 1217.46cm-1 11360.69cm-1 1% 1086.99cm-1 658 60 144.36
0 0
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