Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides
Sinteza i FT-IR studija nekih N-mono supstituisanih 2,2-dimetilpropanamida
Само за регистроване кориснике
2000
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
In our study of behaviour of the amide bond we investigated the conformations of some N-monasubstituted 2,2-dimethy|propanamides of the general formula CH3C(CH3)2CONHR, wherein R ranges from n-alkyl (C1-C7), iso-alkyil (C3-C6), sec-butyl, allyl, cycloalkyl (C3-C6), phenyl, to 4-substituted phenyl (where the substituents are fluoro, methyl, cyano, bromo, nitro, carboxymethyl, N,N-dimethylamino, methoxy, trifluoromethyl), 2-phenylethyl, and acetophenyl. The amides were synthesized by the well-known Schotten-Baumann reaction - the acylation of the corresponding amines with 2,2-dimethylpropionyl chloride. On the basis of FT-IR data for diluted solutions (concentrations lower than 10-3 mol dm-3) of the N-monosubstituted 2,2-dimethylpropanamides in carbon tetrachloride and dichloromethane, the exact position of the N-H stretching bands was established. The conformations and structures of N-monosubstituted 2,2-dimethy/propanamides were exactly proven on the basis of spectroscopic data. These ...results are in good accordance with 'H NMR and MS data.
U našem proučavanju amidne veze istraživali smo konformacije nekih N-monosupstituisanih 2,2-dimetilpropanamida opšte
formule CH3C(CH3)2CONHR, u kojima se VR mijenja od n-alkil (C1-C7), izo-alkil (C3-C6), sec-butil, alil, cikloalkil (C3-C6), fenil, do
4-supstituisanog fenila, (goje su supstituenti fenoro, metil, cijano, bromo, nitro, karboksimetil, N,N-dimetilamino, metoksi, trilluorometil)
2-feniletil acetofenil. Amidi su sintetizovani dobro poznatom Schotten-Baumanovom reakcijom - acilovanjem odgovarajućeg amina sa
2,2-dimetil propionil hloridom. Na bazi FT-IR podataka za razblazene rastvore (koncentracije nize od N-monosupstituisanih 2,2-dimetilpropanamida u CCI4 i CH2Cl2, ustanovijen je tačan položaj N-H stretching vipca. Konformacije i
strukture N-monosupstituisanih 2,2-dimetilpropanamida su egzaktno dokazane na bazi spektroskopskih podataka. Rezultati se dobro
slažu sa 'H NMR I MS podacima.
Кључне речи:
FT-IR spectroscopy / N-monosubstituted 2,2-dimethylpropanamides / N-H stretching bondИзвор:
Glasnik hemičara i tehnologa Republike Srpske, 2000, 42, 25-28Издавач:
- Banja Luka : Društvo hemičara i tehnologa Republike Srpske
- Banja Luka : Tehnološki fakultet
Финансирање / пројекти:
- Ministry of Science and Technology of the Republic of Serbia and the Federal Ministry for Science, Research and Environmental Protection of Yugoslavia
Институција/група
Tehnološko-metalurški fakultetTY - JOUR AU - Antonović, Dušan G. AU - Mijin, Dušan Ž. AU - Nikolić, Aleksandar D. AU - Petrović, Slobodan D. PY - 2000 UR - http://TechnoRep.tmf.bg.ac.rs/handle/123456789/7350 AB - In our study of behaviour of the amide bond we investigated the conformations of some N-monasubstituted 2,2-dimethy|propanamides of the general formula CH3C(CH3)2CONHR, wherein R ranges from n-alkyl (C1-C7), iso-alkyil (C3-C6), sec-butyl, allyl, cycloalkyl (C3-C6), phenyl, to 4-substituted phenyl (where the substituents are fluoro, methyl, cyano, bromo, nitro, carboxymethyl, N,N-dimethylamino, methoxy, trifluoromethyl), 2-phenylethyl, and acetophenyl. The amides were synthesized by the well-known Schotten-Baumann reaction - the acylation of the corresponding amines with 2,2-dimethylpropionyl chloride. On the basis of FT-IR data for diluted solutions (concentrations lower than 10-3 mol dm-3) of the N-monosubstituted 2,2-dimethylpropanamides in carbon tetrachloride and dichloromethane, the exact position of the N-H stretching bands was established. The conformations and structures of N-monosubstituted 2,2-dimethy/propanamides were exactly proven on the basis of spectroscopic data. These results are in good accordance with 'H NMR and MS data. AB - U našem proučavanju amidne veze istraživali smo konformacije nekih N-monosupstituisanih 2,2-dimetilpropanamida opšte formule CH3C(CH3)2CONHR, u kojima se VR mijenja od n-alkil (C1-C7), izo-alkil (C3-C6), sec-butil, alil, cikloalkil (C3-C6), fenil, do 4-supstituisanog fenila, (goje su supstituenti fenoro, metil, cijano, bromo, nitro, karboksimetil, N,N-dimetilamino, metoksi, trilluorometil) 2-feniletil acetofenil. Amidi su sintetizovani dobro poznatom Schotten-Baumanovom reakcijom - acilovanjem odgovarajućeg amina sa 2,2-dimetil propionil hloridom. Na bazi FT-IR podataka za razblazene rastvore (koncentracije nize od N-monosupstituisanih 2,2-dimetilpropanamida u CCI4 i CH2Cl2, ustanovijen je tačan položaj N-H stretching vipca. Konformacije i strukture N-monosupstituisanih 2,2-dimetilpropanamida su egzaktno dokazane na bazi spektroskopskih podataka. Rezultati se dobro slažu sa 'H NMR I MS podacima. PB - Banja Luka : Društvo hemičara i tehnologa Republike Srpske PB - Banja Luka : Tehnološki fakultet T2 - Glasnik hemičara i tehnologa Republike Srpske T1 - Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides T1 - Sinteza i FT-IR studija nekih N-mono supstituisanih 2,2-dimetilpropanamida EP - 28 SP - 25 VL - 42 UR - https://hdl.handle.net/21.15107/rcub_technorep_7350 ER -
@article{ author = "Antonović, Dušan G. and Mijin, Dušan Ž. and Nikolić, Aleksandar D. and Petrović, Slobodan D.", year = "2000", abstract = "In our study of behaviour of the amide bond we investigated the conformations of some N-monasubstituted 2,2-dimethy|propanamides of the general formula CH3C(CH3)2CONHR, wherein R ranges from n-alkyl (C1-C7), iso-alkyil (C3-C6), sec-butyl, allyl, cycloalkyl (C3-C6), phenyl, to 4-substituted phenyl (where the substituents are fluoro, methyl, cyano, bromo, nitro, carboxymethyl, N,N-dimethylamino, methoxy, trifluoromethyl), 2-phenylethyl, and acetophenyl. The amides were synthesized by the well-known Schotten-Baumann reaction - the acylation of the corresponding amines with 2,2-dimethylpropionyl chloride. On the basis of FT-IR data for diluted solutions (concentrations lower than 10-3 mol dm-3) of the N-monosubstituted 2,2-dimethylpropanamides in carbon tetrachloride and dichloromethane, the exact position of the N-H stretching bands was established. The conformations and structures of N-monosubstituted 2,2-dimethy/propanamides were exactly proven on the basis of spectroscopic data. These results are in good accordance with 'H NMR and MS data., U našem proučavanju amidne veze istraživali smo konformacije nekih N-monosupstituisanih 2,2-dimetilpropanamida opšte formule CH3C(CH3)2CONHR, u kojima se VR mijenja od n-alkil (C1-C7), izo-alkil (C3-C6), sec-butil, alil, cikloalkil (C3-C6), fenil, do 4-supstituisanog fenila, (goje su supstituenti fenoro, metil, cijano, bromo, nitro, karboksimetil, N,N-dimetilamino, metoksi, trilluorometil) 2-feniletil acetofenil. Amidi su sintetizovani dobro poznatom Schotten-Baumanovom reakcijom - acilovanjem odgovarajućeg amina sa 2,2-dimetil propionil hloridom. Na bazi FT-IR podataka za razblazene rastvore (koncentracije nize od N-monosupstituisanih 2,2-dimetilpropanamida u CCI4 i CH2Cl2, ustanovijen je tačan položaj N-H stretching vipca. Konformacije i strukture N-monosupstituisanih 2,2-dimetilpropanamida su egzaktno dokazane na bazi spektroskopskih podataka. Rezultati se dobro slažu sa 'H NMR I MS podacima.", publisher = "Banja Luka : Društvo hemičara i tehnologa Republike Srpske, Banja Luka : Tehnološki fakultet", journal = "Glasnik hemičara i tehnologa Republike Srpske", title = "Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides, Sinteza i FT-IR studija nekih N-mono supstituisanih 2,2-dimetilpropanamida", pages = "28-25", volume = "42", url = "https://hdl.handle.net/21.15107/rcub_technorep_7350" }
Antonović, D. G., Mijin, D. Ž., Nikolić, A. D.,& Petrović, S. D.. (2000). Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides. in Glasnik hemičara i tehnologa Republike Srpske Banja Luka : Društvo hemičara i tehnologa Republike Srpske., 42, 25-28. https://hdl.handle.net/21.15107/rcub_technorep_7350
Antonović DG, Mijin DŽ, Nikolić AD, Petrović SD. Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides. in Glasnik hemičara i tehnologa Republike Srpske. 2000;42:25-28. https://hdl.handle.net/21.15107/rcub_technorep_7350 .
Antonović, Dušan G., Mijin, Dušan Ž., Nikolić, Aleksandar D., Petrović, Slobodan D., "Synthesis and FT-IR Study of Some N-Monosubstituted 2,2-Dimethylpropanamides" in Glasnik hemičara i tehnologa Republike Srpske, 42 (2000):25-28, https://hdl.handle.net/21.15107/rcub_technorep_7350 .