Mechanisms of elimination reactions. XV. Effect of base, solvent, and structure on product ratios in elimination reactions of some quaternary ammonium salts

1970 ◽  
Vol 92 (19) ◽  
pp. 5615-5619 ◽  
Author(s):  
Irving N. Feit ◽  
William H. Saunders
Keyword(s):  
Quaternary Ammonium ◽  
Quaternary Ammonium Salts ◽  
Ammonium Salts ◽  
Elimination Reactions

ISOTOPE EFFECT STUDIES ON ELIMINATION REACTIONS: III. NITROGEN ISOTOPE EFFECTS IN THE E2 REACTION OF ETHYLTRIMETHYL-AMMONIUM AND 2-PHENYLETHYLTRIMETHYLAMMONIUM IONS

1963 ◽  
Vol 41 (7) ◽  
pp. 1759-1767 ◽  
Author(s):  
G. Ayrey ◽  
A. N. Bourns ◽  
V. A. Vyas
Keyword(s):  
Isotope Effect ◽  
Quaternary Ammonium ◽  
Isotope Effects ◽  
Transition States ◽  
Nitrogen Isotope ◽  
Quaternary Ammonium Salts ◽  
Ammonium Salts ◽  
Relative Extent ◽  
Deuterium Isotope Effects ◽  
Elimination Reactions

Nitrogen isotope effects have been determined for the E2 reaction of two quaternary ammonium salts with ethoxide ion in ethanol. Ethyltrimethylammonium iodide gave k14/k15 values of 1.017 at 60° and 1.015 at 95°, while 2-phenylethyltrimethylammonium bromide gave 1.012 at 40° and 1.009 at 60°. These results and the β-deuterium isotope effects reported by others have been interpreted in terms of the relative extent of Cα—N+ and Cβ—H bond weakening in the transition states of the two reactions.

Synthesis and stability of 1-aminoalkylphosphonic acid quaternary ammonium salts

2021 ◽  
Author(s):  
Tomasz K. Olszewski ◽  
Anna Brol
Keyword(s):  
Phosphonic Acid ◽  
Quaternary Ammonium ◽  
Alkylating Agent ◽  
Quaternary Ammonium Salts ◽  
Ammonium Salts ◽  
Aminoalkylphosphonic Acid

An effective protocol for quaternization of simple 1-aminoalkylphosphonic acids under basic conditions and using Me2SO4 as convenient alkylating agent is reported. In the course of reaction phosphonic acid quaternary ammonium...

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