Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides
Abstract
In the present work we investigated the conformations of some N-mono-substituted propanamides of general formula CH3CH2CONHR, wherein R is chosen from n-(C-1-C-9)alkyl, cyclo(C-3-C-6)alkyl, some branched (C-3-C-6)alkyl or phenyl. The amides were synthesised by the well known Schotten-Baumann reaction-acylation of the corresponding amines with propionyl chloride. On the basis of FTIR data for diluted solutions (concentrations below 10(-3) mol dm(-3)) of N-mono-substituted propanamides in carbon tetrachloride, chloroform, dichloromethane, or a 1:1.5 mixture of benzene and carbon tetrachloride the exact position of the N-H stretching band was established. For spectroscopic data the different conformational isomers were assigned and its structures unequivocally proven. These results are in good accordance with H-1 NMR and MS data.
Keywords:
conformational isomers / FTIR spectroscopy / N-monosubstituted propanamides / N-H stretching bandSource:
Journal of Molecular Structure, 1997, 408, 421-423Publisher:
- Elsevier, Amsterdam
DOI: 10.1016/S0022-2860(96)09743-8
ISSN: 0022-2860
WoS: A1997XM03300077
Scopus: 2-s2.0-0030869053
Institution/Community
Tehnološko-metalurški fakultetTY - JOUR AU - Antonović, Dušan AU - Stojanović, ND AU - Božić, Biljana M. AU - Nikolić, AD AU - Petrović, Slobodan PY - 1997 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/133 AB - In the present work we investigated the conformations of some N-mono-substituted propanamides of general formula CH3CH2CONHR, wherein R is chosen from n-(C-1-C-9)alkyl, cyclo(C-3-C-6)alkyl, some branched (C-3-C-6)alkyl or phenyl. The amides were synthesised by the well known Schotten-Baumann reaction-acylation of the corresponding amines with propionyl chloride. On the basis of FTIR data for diluted solutions (concentrations below 10(-3) mol dm(-3)) of N-mono-substituted propanamides in carbon tetrachloride, chloroform, dichloromethane, or a 1:1.5 mixture of benzene and carbon tetrachloride the exact position of the N-H stretching band was established. For spectroscopic data the different conformational isomers were assigned and its structures unequivocally proven. These results are in good accordance with H-1 NMR and MS data. PB - Elsevier, Amsterdam T2 - Journal of Molecular Structure T1 - Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides EP - 423 SP - 421 VL - 408 DO - 10.1016/S0022-2860(96)09743-8 ER -
@article{ author = "Antonović, Dušan and Stojanović, ND and Božić, Biljana M. and Nikolić, AD and Petrović, Slobodan", year = "1997", abstract = "In the present work we investigated the conformations of some N-mono-substituted propanamides of general formula CH3CH2CONHR, wherein R is chosen from n-(C-1-C-9)alkyl, cyclo(C-3-C-6)alkyl, some branched (C-3-C-6)alkyl or phenyl. The amides were synthesised by the well known Schotten-Baumann reaction-acylation of the corresponding amines with propionyl chloride. On the basis of FTIR data for diluted solutions (concentrations below 10(-3) mol dm(-3)) of N-mono-substituted propanamides in carbon tetrachloride, chloroform, dichloromethane, or a 1:1.5 mixture of benzene and carbon tetrachloride the exact position of the N-H stretching band was established. For spectroscopic data the different conformational isomers were assigned and its structures unequivocally proven. These results are in good accordance with H-1 NMR and MS data.", publisher = "Elsevier, Amsterdam", journal = "Journal of Molecular Structure", title = "Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides", pages = "423-421", volume = "408", doi = "10.1016/S0022-2860(96)09743-8" }
Antonović, D., Stojanović, N., Božić, B. M., Nikolić, A.,& Petrović, S.. (1997). Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides. in Journal of Molecular Structure Elsevier, Amsterdam., 408, 421-423. https://doi.org/10.1016/S0022-2860(96)09743-8
Antonović D, Stojanović N, Božić BM, Nikolić A, Petrović S. Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides. in Journal of Molecular Structure. 1997;408:421-423. doi:10.1016/S0022-2860(96)09743-8 .
Antonović, Dušan, Stojanović, ND, Božić, Biljana M., Nikolić, AD, Petrović, Slobodan, "Synthesis and FTIR spectroscopic study of some N-monosubstituted propanamides" in Journal of Molecular Structure, 408 (1997):421-423, https://doi.org/10.1016/S0022-2860(96)09743-8 . .