7730-87-2Relevant academic research and scientific papers
Photolysis of Tertiary Amines in the Presence of CO2: The Paths to Formic Acid, α-Amino Acids, and 1,2-Diamines
Berton, Mateo,Mello, Rossella,Acerete, Rafael,González Núnez, María Elena
, p. 96 - 103 (2018/02/19)
The photolysis of triethylamine (1a) in the presence of carbon dioxide leads to the hydrogenation of CO2, the α-C-C coupling of 1a, and the CO2 insertion into the α-C-H σ-bond of amine 1a. This reaction is proposed to proceed through the radical ion pair [R3N?+·CO2?-] generated by the photoionization of amine 1a and the electron capture by CO2. The presence of lithium tetrafluoroborate in the reaction medium promotes the efficient and stereoselective α-C-C coupling of 1a by enhancing the production of α-dialkylamino radicals and the isomerization of N,N,N′,N′-tetraethylbutane-2,3-diamine (4a).
Mechanism of elimination of amino acid derivatives in the gas phase. Pyrolysis kinetics of ethyl picolinate, ethyl 1-methylpipecolinate and picolinic acid
Lafont, Jennifer,Ensuncho, Adolfo,Dominguez, Rosa M.,Rotinov, Alexandra,Herize, Armando,Quijano, Jairo,Chuchani, Gabriel
, p. 84 - 88 (2007/10/03)
The kinetics of the gas-phase elimination of the title compounds were determined in a static reaction system over the temperature range 180.8-419.4 °C and the pressure range 15-86 Torr (1 Torr = 133.3 Pa). The reactions are homogeneous and unimolecular and obey a first-order rate law. The observed rate coefficients are represented by the following Arrhenius equations: for ethyl picolinate, log[k1(s-1)] = (11.30 ± 0.24) -(180.9 ± 3.0) Kj mol-1 (2.303 RT)-1, for ethyl 1-methylpipecolinate, log[k1(s-1)] = (13.36 ± 0.31) -(209.5 ± 3.9) Kj mol-1 (2.303 RT)-1 and for picolinic acid, log[k1(s-1)] = (12.05 ± 0.10) -(135.7 ± 0.9) Kj mol-1 (2.303 RT)-1. The data from this work together with those reported in the literature confirm previous considerations that amino acids or α-nitrogen substituents of carboxylic acids undergo an extremely rapid decarboxylation process. The pyrolysis kinetics of picolinic acid, which is an intermediate of ethyl picolinate elimination, showed a dramatic fast decomposition into pyridine and CO2 gas. The decarboxylation process of α-amino or α-nitrogen substituents of carboxylic acids differs from the decarboxylation elimination of several known α-substituted carboxylic acids in the gas phase. Copyright
