A quaternary ammonium salt was synthesized from diethylaminoethyl methacrylate (DEAEMA) by quaternization with hexadecyl bromide. The resultant compound (Am-h) was characterized by FTIR and NMR spectroscopy. Its bactericidal activity was evaluated by determining minimum inhibitory concentration (MIC) values and inhibitory zone diameter against gram positive bacteria (Streptococcus sp.) and gram negative bacteria such asAcenito baumannii, Klebsiella pneumoniaeandProteus sp. respectively. The results showed that the MIC values of the synthesised compound (Am-h) were 2 μg/mL againstAcenito baumannii, Klebsiella pneumoniae, Proteus sp. and Streptococcus sp.
The 1H and 19F NMR parameters [δH‐α, δH‐β, δF, 3J(HH) and 3J(FH)] of β‐fluoro‐β‐phenylamines of the two series PhCHFCH2NR1R2 and PhCHFCH(R)‐NR1R2 in CDCl3 (amine form) and in CD3OD (protonated amine form) and those of the corresponding β‐hydroxy‐β‐phenylamines were measured. It is shown that for the protonated amines the predominant conformation is that in which the ammonium group is antiperiplanar to the phenyl group, especially for tertiary amines. Assignment of the diastereoisomers of the PhCHFCHRNR1R2 series can be made with the NMR parameters of the protonated amines: high (low) 3J(HH) values, low (high) 3J(FH) values, 19F chemical shifts to high (low) frequency are those for the threo (erythro) isomers.
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