ChemInform Abstract: The Mechanism of Propene Elimination from the Immonium Ions CH2=N+(CH3) CH(CH3)2 and CH2=N+(CH3)CH2CH2CH3

ChemInform ◽  
2010 ◽  
Vol 24 (22) ◽  
pp. no-no
Author(s):  
R. D. BOWEN ◽  
A. W. COLBURN ◽  
P. J. DERRICK
Keyword(s):  
2000 ◽  
Vol 6 (2) ◽  
pp. 187-192 ◽  
Author(s):  
R. Natasha Grewal ◽  
Christopher F. Rodriquez ◽  
Tamer Shoeib ◽  
Ivan K. Chu ◽  
Ya-Ping Tu ◽  
...  

Fragmentation of collisionally-activated argentinated amines results in the formation of Ag+ and non-silver-containing ions. The latter are likely immonium ions that are formed after elimination of AgH and, when the ion structures permit, AgCH3 or AgC6H5. The H, CH3 and C6H5 groups are attached to the carbon alpha to the amino nitrogen, and are believed to be cleaved with the Ag in a 1,2-elimination. This hypothesis is supported by potential energy hypersurfaces calculated using density functional theory for the reactions involving methanamine and ethanamine.


2018 ◽  
Vol 44 (4) ◽  
pp. 408-415
Author(s):  
C. Guo ◽  
X. F. Guo ◽  
L. Zhao ◽  
D. D. Chen ◽  
J. Wang ◽  
...  
Keyword(s):  

1986 ◽  
Vol 64 (8) ◽  
pp. 1652-1660 ◽  
Author(s):  
Eric J. Reiner ◽  
Raymond A. Poirier ◽  
Michael R. Peterson ◽  
Imre G. Csizmadia ◽  
Alex G. Harrison

The proton-transfer chemical ionization mass spectra of the C3 to C5 monoalkyl amines as well as a number of di- and tri-alkyl amines have been determined using H3+ and (in some cases) HCO+ as protonating agent. The RNH3+ ions fragment to form alkyl ions R+ and eliminate alkenes to form NH4+. In addition, abundant immonium ions are observed in the CI mass spectra corresponding to elimination of alkane from RNH3+ or to direct alkide ion abstraction from RNH2; these ions serve to characterize the alkyl groups attached to the α-carbon atom of the amine. Although alkane elimination from RNH3+ is the thermochemically favoured reaction, only R+ and NH4+ are formed in decomposition of metastable RNH3+ ions. The potential energy profile for fragmentation of i-C3H7NH3+ has been calculated by abinitio molecular orbital methods. These calculations show that CH4 elimination has a large energy barrier additional to the reaction endothermicity while formation of NH4+ has only a small additional barrier and formation of C3H7+ has no barrier additional to the endothermicity. It is concluded that the immonium ions probably arise primarily by direct alkide ion abstraction reactions.


2018 ◽  
Vol 44 (4) ◽  
pp. 407-407
Author(s):  
C. Guo ◽  
X. F. Guo ◽  
L. Zhao ◽  
D. D. Chen ◽  
J. Wang ◽  
...  
Keyword(s):  

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