Formation of carbamic acid in organic solvents and in supercritical carbon dioxide

Z.J. Dijkstra; A.R. Doornbos; H. Weyten; J.M. Ernsting; C.J. Elsevier; J.T.F. Keurentjes

doi:10.1016/j.supflu.2006.08.012

Formation of carbamic acid in organic solvents and in supercritical carbon dioxide

Z.J. Dijkstra, A.R. Doornbos, H. Weyten, J.M. Ernsting, C.J. Elsevier, J.T.F. Keurentjes

Chemical Engineering and Chemistry

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Abstract

The behavior of amines in various CO2-rich solvents is described. 1H and 13C NMR spectra in DMSO, chloroform, and benzene show that the amines are completely converted into carbamic acid by just bubbling atm. CO2 through the soln. However, the chem. shifts of several protons and the carbonyl 13C in the newly formed compds. strongly depend on the org. solvent used. FT-IR measurements confirm the observation that carbamic acid formation occurs. Changing the solvent to supercrit. CO2 shows a temp.- and pressure-dependent equil. between the amine and the carbamic acid; higher pressures shift the equil. towards the carbamic acid, whereas higher temps. favor the free amine.

Original language	English
Pages (from-to)	109-114
Journal	Journal of Supercritical Fluids
Volume	41
Issue number	1
DOIs	https://doi.org/10.1016/j.supflu.2006.08.012
Publication status	Published - 2007

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title = "Formation of carbamic acid in organic solvents and in supercritical carbon dioxide",

abstract = "The behavior of amines in various CO2-rich solvents is described. 1H and 13C NMR spectra in DMSO, chloroform, and benzene show that the amines are completely converted into carbamic acid by just bubbling atm. CO2 through the soln. However, the chem. shifts of several protons and the carbonyl 13C in the newly formed compds. strongly depend on the org. solvent used. FT-IR measurements confirm the observation that carbamic acid formation occurs. Changing the solvent to supercrit. CO2 shows a temp.- and pressure-dependent equil. between the amine and the carbamic acid; higher pressures shift the equil. towards the carbamic acid, whereas higher temps. favor the free amine.",

author = "Z.J. Dijkstra and A.R. Doornbos and H. Weyten and J.M. Ernsting and C.J. Elsevier and J.T.F. Keurentjes",

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T1 - Formation of carbamic acid in organic solvents and in supercritical carbon dioxide

AU - Dijkstra, Z.J.

AU - Doornbos, A.R.

AU - Weyten, H.

AU - Ernsting, J.M.

AU - Elsevier, C.J.

AU - Keurentjes, J.T.F.

PY - 2007

Y1 - 2007

N2 - The behavior of amines in various CO2-rich solvents is described. 1H and 13C NMR spectra in DMSO, chloroform, and benzene show that the amines are completely converted into carbamic acid by just bubbling atm. CO2 through the soln. However, the chem. shifts of several protons and the carbonyl 13C in the newly formed compds. strongly depend on the org. solvent used. FT-IR measurements confirm the observation that carbamic acid formation occurs. Changing the solvent to supercrit. CO2 shows a temp.- and pressure-dependent equil. between the amine and the carbamic acid; higher pressures shift the equil. towards the carbamic acid, whereas higher temps. favor the free amine.

AB - The behavior of amines in various CO2-rich solvents is described. 1H and 13C NMR spectra in DMSO, chloroform, and benzene show that the amines are completely converted into carbamic acid by just bubbling atm. CO2 through the soln. However, the chem. shifts of several protons and the carbonyl 13C in the newly formed compds. strongly depend on the org. solvent used. FT-IR measurements confirm the observation that carbamic acid formation occurs. Changing the solvent to supercrit. CO2 shows a temp.- and pressure-dependent equil. between the amine and the carbamic acid; higher pressures shift the equil. towards the carbamic acid, whereas higher temps. favor the free amine.

U2 - 10.1016/j.supflu.2006.08.012

DO - 10.1016/j.supflu.2006.08.012

M3 - Article

VL - 41

SP - 109

EP - 114

JO - Journal of Supercritical Fluids

JF - Journal of Supercritical Fluids

SN - 0896-8446

IS - 1

ER -