Ozonolysis of olefins containing monochloro substituted double bonds

1980 ◽  
Vol 58 (19) ◽  
pp. 2049-5054 ◽  
Author(s):  
Helmut Keul ◽  
Karl Griesbaum
Keyword(s):  
Carbon Monoxide ◽  
Double Bond ◽  
Hydrochloric Acid ◽  
Hydrogen Chloride ◽  
Methyl Esters ◽  
Acyl Chloride ◽  
Carbonyl Oxide ◽  
Acyl Chlorides ◽  
Carbonyl Oxides ◽  
Secondary Reactions

Ozone cleavage of 12 substituted vinyl chlorides (1) in methanol occurred such that the chlorinated moiety of the double bond afforded the carbonyl fragment (i.e. acyl chloride) and the nonchlorinated moiety afforded the carbonyl oxide fragment. All of these fragments underwent secondary reactions: formyl chloride gave carbon monoxide and hydrogen chloride; all other acyl chlorides yielded the corresponding methyl esters. The carbonyl oxides were converted into the corresponding methoxy hydroperoxides. Under the influence of hydrochloric acid unsubstituted and monosubstituted methoxy hydroperoxides were dehydrated to form the corresponding methyl esters, whereas the disubstituted methoxy hydroperoxide of acetone produced the cyclic trimeric peroxide of acetone.

15N, 13C, and 1H NMR Spectra of Azo and Hydrazo Compounds Derived from 1,3,3-Trimethyl-2-methylidene-2,3-dihydroindole (Fischer Base)

1998 ◽  
Vol 63 (7) ◽  
pp. 1012-1020 ◽  
Author(s):  
Antonín Lyčka ◽  
Josef Jirman ◽  
Alois Koloničný
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Nmr Spectra ◽  
Coupling Constants ◽  
Azo Compounds ◽  
Passive Component ◽  
Geometric Isomers ◽  
H Nmr ◽  
Fischer Base ◽  
Hydrazone Form

The 15N, 13C, and 1H NMR spectra were measured for azo and hydrazo compounds derived from 1,3,3-trimethyl-2-methylidene-2,3-dihydroindole (Fischer base), which is a passive component with a terminal methylidene group. Products prepared by coupling in hydrochloric acid exist in the corresponding hydrazone form as the E-isomers. Neutralization gives a mixture of two isomeric azo compounds which differ in the arrangement at the C(2)=C(10) double bond. This mixture was alkylated with methyl iodide to obtain the =N-N(CH3)- hydrazone derivatives. The geometric isomers were resolved based on the NOESY approach and the stereospecific behaviour of the 2J(15N,13C) coupling constants was studied for the 15N-labelled compounds.

Unprecedented Formation of μ-Vinylidene Complexes from Phospharuthenocene and Acyl Chloride via Activation of the CO Double Bond

2007 ◽  
Vol 26 (27) ◽  
pp. 6698-6700 ◽  
Author(s):  
Masamichi Ogasawara ◽  
Takeshi Sakamoto ◽  
Azumi Ito ◽  
Yonghui Ge ◽  
Kiyohiko Nakajima ◽  
...  
Keyword(s):  
Double Bond ◽  
Acyl Chloride ◽  
Vinylidene Complexes

CHClO Carbon monoxide - hydrogen chloride (1/1)

2005 ◽  
pp. 1-1
Author(s):  
G. Graner ◽  
E. Hirota ◽  
T. Iijima ◽  
K. Kuchitsu ◽  
D. A. Ramsay ◽  
...  
Keyword(s):  
Carbon Monoxide ◽  
Hydrogen Chloride

scholarly journals Chemoselective and metal-free reduction of α,β-unsaturated ketones by in situ produced benzeneselenol from O-(tert-butyl) Se-phenyl selenocarbonate

RSC Advances ◽  
2020 ◽  
Vol 10 (56) ◽  
pp. 33706-33717
Author(s):  
Andrea Temperini ◽  
Marco Ballarotto ◽  
Carlo Siciliano
Keyword(s):  
Double Bond ◽  
Hydrochloric Acid ◽  
Unsaturated Ketones ◽  
Metal Free ◽  
Tert Butyl ◽  
Carbon Double Bond

The carbon–carbon double bond of arylidene acetones and chalcones can be selectively reduced with benzeneselenol generated in situ by reacting O-(tert-butyl) Se-phenyl selenocarbonate with hydrochloric acid in ethanol.

THE DECOMPOSITION OF ETHYL ALCOHOL OVER SOME POLY-COMPONENT CATALYSTS

1934 ◽  
Vol 10 (6) ◽  
pp. 743-758 ◽  
Author(s):  
E. H. Boomer ◽  
H. E. Morris
Keyword(s):  
Carbon Dioxide ◽  
Carbon Monoxide ◽  
Ethyl Alcohol ◽  
Quantitative Data ◽  
Carbon Oxides ◽  
Liquid Products ◽  
Secondary Reactions ◽  
Water Gas ◽  
Alcohol Alcohol ◽  
Hydrogenation Of Ethylene

Numerous experiments have been carried out on the decomposition of alcohol, alcohol and water, and alcohol and carbon dioxide mixtures over poly-component catalysts at temperatures up to 500 °C. Quantitative data on the gaseous and the liquid products were obtained. The properties of the poly-component catalysts, as evidenced by the simple primary and secondary reactions, have been shown to be qualitatively those of the single components.Methane can be produced in one or more of several secondary reactions, namely, the decomposition of acetaldehyde, the hydrogenation of carbon oxides and the decomposition of ethylene. Ethane can be produced in one or both of two reactions consisting of auto-oxidation and reduction of the alcohol, or the secondary hydrogenation of ethylene, confirming previous work. Carbon dioxide, in most cases, is formed as a result of the water-gas reaction and the decomposition of carbon monoxide. In other cases its origin is obscure. The results of certain experiments in which carbon dioxide and hydrogen were the major constituents of the off-gas cannot be explained in the same way. Reactions involving ketene decomposition and polymerization, and hydration of alcohol, have been suggested as possible explanations.

THE SIGNIFICANCE OF AN ABSORPTION BAND AT 968 CM.−1 IN THE INFRARED SPECTRUM OF METHYL ISOLINOLEATE

1949 ◽  
Vol 27b (7) ◽  
pp. 610-615 ◽  
Author(s):  
H. W. Lemon ◽  
C. K. Cross
Keyword(s):  
Fatty Acids ◽  
Absorption Spectrum ◽  
Double Bond ◽  
Absorption Band ◽  
Linseed Oil ◽  
Infrared Absorption Spectrum ◽  
Methyl Esters ◽  
Trans Configuration ◽  
Double Bonds ◽  
Identical Band

The infrared absorption spectrum of methyl isolinoleate, separated from the methyl esters of hydrogenated linseed oil fatty acids, has a well defined absorption band with maximum absorption at about 968 cm.−1 As an identical band was found in the spectra of fatty acids or esters after isomerization with selenium, it is attributed to the presence of double bonds with a trans-configuration. It was found that the same band was present in the spectra of samples taken during hydrogenation of oils, and that its intensity increased to a maximum, then decreased as hydrogenation proceeded. It is concluded that hydrogenation is accompanied by a cis-to-trans change in some of the double bonds of the fatty acids, and that methyl isolinoleate has at least one double bond with a trans-configuration.

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