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Author(s):   Ensuncho, A.; Lafont, M.J.; Rotinov, A.; Dominguez, R.M.; Herize, A.; Quijano, J.; Chuchani, G.
Title:   The Mechanism of Neutral Amino Acid Decomposition in the Gas Phase. The Elimination Kinetics of N,N-Dimethylglycine Ethyl Ester, Ethyl 1-Piperidineacetate, and N,N-Dimethylglycine
Journal:   Int J. Chem. Kinet.
Volume:   33
Page(s):   465 - 471
Year:   2001
Reference type:   Journal article
Squib:   2001ENS/LAF465-471

Reaction:   Ethyl 1-piperidineaceate → C2H4 + CO2 + N-Methylpiperidine
Reaction order:   1
Temperature:   655 - 704 K
Pressure:  3.47E-2 - 0.11 bar
Rate expression:   8.13x1012 [±4.0x1012 s-1] e-204400 [±100 J/mole]/RT
Category:  Experiment
Data type:   Absolute value measured directly
Pressure dependence:   Rate constant is pressure independent
Experimental procedure:   Static or low flow - Data taken vs time
Excitation technique:   Thermal
Time resolution:   In real time
Analytical technique:   Pressure measurement
Comments:  
Rate constants were determined by following the overall pressure increase during reaction, but product analysis by gas chromatography was also used to confirm the stoichiometry of reaaction.

The authors suggest the mechanism involves an initial molecular elimination to give ethene and 1-piperidineacetic acid followed by the rapid decompostion of the latter compound to N-methylpiperidine and CO2.


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Rate constant values calculated from the Arrhenius expression:

T (K)k(T) [s-1]
655 4.02E-4
675 1.24E-3
700 4.55E-3
704 5.48E-3