Abstract
The product of acetaldehyde and ammonia reaction, namely, 2,4,6-trimethyl-1,3,5-hexahydrotriazine trihydrate, was synthesized and identified using a combination of experimental (NMR spectroscopy, IR spectroscopy, melting point determination) and DFT-based theoretical approaches. A reaction mechanism was proposed. The reaction was shown to proceed via the formation of aminoalcohol, imine, and geminal diamine intermediates accompanied by cyclization of these species. The calculation results allowed us to build a potential energy surface of the acetaldehyde and ammonia interaction and determine the most energetically favorable pathway to yield acetaldehyde ammonia trimer. The reaction product was found in an energy minimum (-53.5 kcal/mol).
| Original language | English |
|---|---|
| Pages (from-to) | 3136-3141 |
| Number of pages | 6 |
| Journal | Journal of Physical Chemistry A |
| Volume | 121 |
| Issue number | 16 |
| DOIs | |
| Publication status | Published - 27 Apr 2017 |
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ASJC Scopus subject areas
- Physical and Theoretical Chemistry
Cite this
Acetaldehyde-Ammonia Interaction : A DFT Study of Reaction Mechanism and Product Identification. / Tuguldurova, Vera P.; Fateev, Alexander V.; Malkov, Victor S.; Poleshchuk, Oleg Kh; Vodyankina, Olga V.
In: Journal of Physical Chemistry A, Vol. 121, No. 16, 27.04.2017, p. 3136-3141.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Acetaldehyde-Ammonia Interaction
T2 - A DFT Study of Reaction Mechanism and Product Identification
AU - Tuguldurova, Vera P.
AU - Fateev, Alexander V.
AU - Malkov, Victor S.
AU - Poleshchuk, Oleg Kh
AU - Vodyankina, Olga V.
PY - 2017/4/27
Y1 - 2017/4/27
N2 - The product of acetaldehyde and ammonia reaction, namely, 2,4,6-trimethyl-1,3,5-hexahydrotriazine trihydrate, was synthesized and identified using a combination of experimental (NMR spectroscopy, IR spectroscopy, melting point determination) and DFT-based theoretical approaches. A reaction mechanism was proposed. The reaction was shown to proceed via the formation of aminoalcohol, imine, and geminal diamine intermediates accompanied by cyclization of these species. The calculation results allowed us to build a potential energy surface of the acetaldehyde and ammonia interaction and determine the most energetically favorable pathway to yield acetaldehyde ammonia trimer. The reaction product was found in an energy minimum (-53.5 kcal/mol).
AB - The product of acetaldehyde and ammonia reaction, namely, 2,4,6-trimethyl-1,3,5-hexahydrotriazine trihydrate, was synthesized and identified using a combination of experimental (NMR spectroscopy, IR spectroscopy, melting point determination) and DFT-based theoretical approaches. A reaction mechanism was proposed. The reaction was shown to proceed via the formation of aminoalcohol, imine, and geminal diamine intermediates accompanied by cyclization of these species. The calculation results allowed us to build a potential energy surface of the acetaldehyde and ammonia interaction and determine the most energetically favorable pathway to yield acetaldehyde ammonia trimer. The reaction product was found in an energy minimum (-53.5 kcal/mol).
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U2 - 10.1021/acs.jpca.7b00823
DO - 10.1021/acs.jpca.7b00823
M3 - Article
VL - 121
SP - 3136
EP - 3141
JO - Journal of Physical Chemistry A
JF - Journal of Physical Chemistry A
SN - 1089-5639
IS - 16
ER -