Thermal Elimination Reaction of Aliphatic Amine Salts

1962 ◽  
Vol 27 (11) ◽  
pp. 4118-4120 ◽  
Author(s):  
C. Ainsworth ◽  
Nelson R. Easton
Keyword(s):  
Aliphatic Amine ◽  
Elimination Reaction ◽  
Thermal Elimination ◽  
Amine Salts

The Formation of Alkenes by the Thermal Elimination Reaction of N-Methyl-4-alkoxypyridinium Iodides. II. An Investigation of the Mechanism

1972 ◽  
Vol 50 (8) ◽  
pp. 1188-1191
Author(s):  
George H. Schmid ◽  
Aaron W. Wolkoff
Keyword(s):  
Elimination Reaction ◽  
Product Composition ◽  
Thermal Elimination ◽  
Leaving Group ◽  
Elimination Reactions ◽  
Leaving Groups

A comparison of the products from elimination reactions of a number of compounds containing various leaving groups with those containing the N-methyl oxypyridinium leaving group suggests that the elimination is not occurring by means of a simple E1 mechanism. Changing the anion of the salt from iodide to methyl-sulphate and tetrafluoroborate affects the product composition indicating that the anion is taking part in the reaction. The mechanism of this reaction appears to be on the E1-E2 borderline.

scholarly journals Isoxazole Formation by Thermal Elimination Reaction of 5-Substituted Isoxazolines

1972 ◽  
Vol 30 (10) ◽  
pp. 894-896 ◽  
Author(s):  
Yoshio IWAKURA ◽  
Keikichi UNO ◽  
Shinsaku SHIRAISHI ◽  
Masahiro YUYAMA ◽  
Yoshinori KIHARA
Keyword(s):  
Elimination Reaction ◽  
Thermal Elimination

HYDROGEN BONDING IN THE AMINE HYDROHALIDES: I. GENERAL ASPECTS

1958 ◽  
Vol 36 (8) ◽  
pp. 1181-1206 ◽  
Author(s):  
Bernadette Chenon ◽  
C. Sandorfy
Keyword(s):  
Hydrogen Bonding ◽  
Solid State ◽  
Aqueous Solutions ◽  
Aromatic Amine ◽  
Aliphatic Amine ◽  
Bathochromic Shift ◽  
Text Type ◽  
General Aspects ◽  
Combination Bands ◽  
Amine Salts

The infrared spectra of 17 amine hydrohalides have been measured in the solid state, in aqueous solutions, and in their conjugate amine. Their NH+ stretching and scissoring bands are discussed.The stretching bands of hydrogen-bonded aliphatic and aromatic amine hydrohalides fall into the same part of the spectrum. In the solid state, the hydrogen bonds are of type [Formula: see text] The aliphatic amine salts usually exhibit many sharp bands, while the aromatic amine salts have broad but composite bands. Tertiary amine salts show a hypsochromic shift in the order hydrochloride, hydrobromide, hydriodide; primary and secondary aliphatic amine salts show a slight bathochromic shift in the same order. Primary and secondary aromatic amine salts behave less regularly, although in most cases the shift is hypsochromic. These facts can be explained qualitatively by considering the charge distribution in the ionized amino groups and the contribution of electrostatic and delocalization effects to the energy of the hydrogen bonds.The anharmonicity of the potential surface which causes the appearance of strong combination bands may lead to the broadening of bands or to many sharp bands. There is no parallelism in this latter case between shift and broadening of the bands.The assignment of a strong band which appears in many cases near 2000 cm−1 is discussed.The above-mentioned characteristic band shifting is absent in the spectra of aqueous solutions and it is concluded that in this case hydrogen bonding is not of the [Formula: see text] but of the [Formula: see text] type.

The Formation of Alkenes by the Thermal Elimination Reaction of N-Methyl-4-Alkoxypyridinium Iodides. I. Scope of the Reaction

1972 ◽  
Vol 50 (8) ◽  
pp. 1181-1187 ◽  
Author(s):  
George H. Schmid ◽  
Aaron W. Wolkoff
Keyword(s):  
Room Temperature ◽  
Elimination Reaction ◽  
Thermal Elimination ◽  
Alkyl Moiety ◽  
High Yields

Twenty-one 4-alkoxypyridines and their corresponding N-methyl-4-alkoxypyridinium iodides have been prepared and the latter pyrolyzed at temperatures ranging from room temperature to 185° to give the olefins derived from the alkyl moiety in high yields.

ChemInform Abstract: Synthesis of 3-Amino-4-methylidene-2-azetidinone via a Thermal Elimination Reaction.

ChemInform ◽  
2010 ◽  
Vol 23 (7) ◽  
pp. no-no
Author(s):  
S. H. KIM ◽  
G. NAM ◽  
E. S. JANG ◽  
D. Y. CHI ◽  
J.-H. KIM
Keyword(s):  
Elimination Reaction ◽  
Thermal Elimination
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