A computational study on the structures of methylamine-carbon dioxide-water clusters: evidence for the barrier free formation of the methylcarbamic acid zwitterion (CH3NH2+COO-) in interstellar water ices.

@article{Kayi2011ACS,
  title={A computational study on the structures of methylamine-carbon dioxide-water clusters: evidence for the barrier free formation of the methylcarbamic acid zwitterion (CH3NH2+COO-) in interstellar water ices.},
  author={Hakan Kayi and Ralf I. Kaiser and John D. Head},
  journal={Physical chemistry chemical physics : PCCP},
  year={2011},
  volume={13 23},
  pages={
          11083-98
        }
}
We investigated theoretically the interaction between methylamine (CH(3)NH(2)) and carbon dioxide (CO(2)) in the presence of water (H(2)O) molecules thus simulating the geometries of various methylamine-carbon dioxide complexes (CH(3)NH(2)/CO(2)) relevant to the chemical processing of icy grains in the interstellar medium (ISM). Two approaches were followed. In the amorphous water phase approach, structures of methylamine-carbon dioxide-water [CH(3)NH(2)/CO(2)/(H(2)O)(n)] clusters (n = 0-20… Expand
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References

SHOWING 1-10 OF 71 REFERENCES
No activation barrier synthetic route of glycine from simple molecules (NH3, CH2, and CO2) via carboxylation of ammonium ylide: a theoretical study by the scaled hypersphere search method
Abstract A new synthetic route of glycine with no activation barriers, NH 3  + CH 2  + CO 2  → H 2 NCH 2 COOH, has been discovered by the scaled hypersurface search method for ab initio potentialExpand
Formation of neutral methylcarbamic acid (CH3NHCOOH) and methylammonium methylcarbamate [CH3NH3+][CH3NHCO2-] at low temperature.
TLDR
It is shown that amines can react at low temperature in interstellar ices rich in carbon dioxide which are a privileged place of complex molecules formation, before being later released into "hot core" regions. Expand
A Combined Experimental and Theoretical Study on the Formation of the Amino Acid Glycine (NH2CH2COOH) and Its Isomer (CH3NHCOOH) in Extraterrestrial Ices
We have investigated the synthesis of the simplest aminoacid, glycine, by Galactic cosmic-ray particles inExpand
Theoretical studies of CO2(H2O)20,24,28 clusters: stabilization of cages in hydrates by CO2 guest molecules
Abstract Theoretical studies on dodecahedral (20-mer), tetrakaidecahedral (24-mer) and hexakaidecahedral (28-mer) water clusters containing CO2 guest molecules are carried out by optimizing geometryExpand
Glycine and its hydrated complexes: a matrix isolation infrared study.
TLDR
The hydration of glycine is investigated by comparing the structures of bare glycine to its hydrated complexes, glycine and glycine, and it is shown that anharmonic frequency calculations based on second-order vibrational perturbation theory can generate improved estimates of the experimental frequencies. Expand
How a usual carbamate can become an unusual intermediate: a new chemical pathway to form glycinate in the interstellar medium
Experiments on the thermal reactivity of carbon dioxide (CO2) and methylamine (CH3NH2) are reported and show methylammonium methylcarbamate (CH3NHCOO− CH3NH) and methylcarbamic acid (CH3NHCOOH) areExpand
An ab initio and density functional study of microsolvation of carbon dioxide in water clusters and formation of carbonic acid
Geometry of the CO2–H2O complex and reaction barriers leading to the formation of H2CO3were studied at the RHF/6-311++G**, MP2/6-311++G**, B3LYP/AUG-cc-pVDZ, B3LYP/AUG-cc-pVTZ, MP2/AUG-cc-pVDZ andExpand
Ab initio study on the 1:2 reaction of CO2 with dimethylamine
Abstract The reaction between CO 2 and the dimethylamine molecule in the presence of a second dimethylamine molecule is modeled by the ab initio RHF/3–21G method. Starting from the most stable 1:2Expand
Computational study of glycine-(water)3 complex by density functional method
Abstract Glycine–(water) 3 complexes have been studied by means of B3LYP density functional method using 6-311++G* basis set. In the complex considered here, the three water molecule are eitherExpand
A theoretical study of the effect of basis sets on stationary structures for the addition of carbon dioxide to methylamine: A relation among geometries, energy status, and electronic structures
The carbon dioxide (CO2) to methylamine (CH3NH2) addition reaction is investigated using an ab initio MO method with the aim of obtaining an insight into the relation between transition-stateExpand
...
1
2
3
4
5
...