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Interesting Nuclear Magnetic Resonance studies of some N, N-bis(2-methoxyethyl) substituted Benzamides

Mamta Sharma, Directorate of International Cooperation, Defence Research and Development Organisation, Raja ji Marg, New Delhi-110011, India. , Mamta Sharma 1 , Sujeet Kumar Mewar 2

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Journal of Forensic Chemistry and Toxicology 9(2):p 77-90, . | DOI: http://dx.doi.org/10.21088/jfct.2454.9363.9223.2
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Mamta Sharma, Sujeet Kumar Mewar/Interesting Nuclear Magnetic Resonance studies of some N, N-bis(2-methoxyethyl) substituted Benzamides/J Forensic Chemistry Toxicol. 2023;9(2):77–90.

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Abstract

DEET (N, N Diethyl m-toluamide) and DEPA (Diethyl phenyl acetamide) are synthetic compounds and proven potent insecticide and repellent respectively. In the search of effective mosquito repellent, different derivatives of DEPA or substituted benzamides were synthesized and their NMR analysis was carried out at low temperature. Sterically Crowded Bis (2-methoxyethyl) substituted Benzamides possess low rotational barrier and are floppy at room temperature. Alkyl arms attached to nitrogen become magnetically nonequivalent even at low temperature. Di ortho Substitution in benzamides enhanced hindered internal rotation and resulted splitting in methylene proton signals. The effect of substitution in benzene ring, on the splitting of methylene proton NMR is very well explained and the complete NMR data of substituted benzamides is described in this study for reference purpose.

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  • Mamta Sharma, Directorate of International Cooperation, Defence Research and Development Organisation, Raja ji Marg, New Delhi-110011, India.
    ,
  • Mamta Sharma 1
    ,
  • Sujeet Kumar Mewar 2
    ,
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Mamta Sharma, Sujeet Kumar Mewar/Interesting Nuclear Magnetic Resonance studies of some N, N-bis(2-methoxyethyl) substituted Benzamides/J Forensic Chemistry Toxicol. 2023;9(2):77–90.

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DOI: http://dx.doi.org/10.21088/jfct.2454.9363.9223.2
Keywords Proton NMR; Carbon NMR; Heteronuclear Single Quantum Coherence Spectroscopy (HSQC); Rotamers.

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