A systematic investigation of carbamate stability constants by 1H NMR |
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| Authors: | Nichola McCann Duong Phan Debra Fernandes Marcel Maeder |
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| Affiliation: | 1. Environment & Energy Mechanical Engineering, University of Science and Technology, 217 Gajeong-ro, Yuseong-gu, Deajeon 34113, Republic of Korea;2. Engine Research Lab, Korea Institute of Machinery & Materials, 156 Gajeongbuk-ro, Yuseong-gu, Daejeon 34103, Republic of Korea;1. Faculty of Technology, Telemark University College, Kjølnes Ring 56, Porsgrunn 3918, Norway;2. Tel-Tek, Kjølnes Ring 30, Porsgrunn 3918, Norway;1. School of Applied Sciences and Engineering, Faculty of Science, Monash University, Australia;2. School of Applied and Biomedical Sciences, Faculty of Science and Technology, Federation University, Churchill, Victoria 3842, Australia;3. School of Chemistry, Monash University, Clayton, Victoria 3800, Australia;4. CSIRO Energy Flagship, Bayview Ave, Clayton Vic 3800, Australia |
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| Abstract: | A systematic, experimental investigation into carbamate stability constants using 1H NMR spectroscopy reveals that both steric hindrance and the acid dissociation constant of the parent amine have a significant effect on the stability of the resulting carbamates. Increasing steric hindrance was found to decrease carbamate stability, while increasing pK of the parent amine was found to increase carbamate stability. The carbamate stability constants of monoethanolamine, propylamine, isobutylamine, 2-amino-1-propanol, aminomethylpropanol and methyldiethanolamine were determined as were the carbamate protonation constants of the first four of these amines. |
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