Ethyl Crotonate Research Articles

The Michael Addition of Diethyl Malonate to Ethyl Crotonate-(carbonyl-C14)

Abstract The Michael addition of diethyl malonate to ethyl crotonate-(carbonyl-C14) was carried out with one equivalent of sodium ethoxide. The addition product, diethyl α-ethoxycarbonyl-β-methylglutarate, was hydrolyzed to the corresponding acid. It was decarboxylated by heating to give β-methylglutaric acid, which was found to contain most of the radioactivity originally present in the ethyl crotonate. Thus, it was demonstrated that the migration of an ethoxycarbonyl group did not take place in contrast to the case with diethyl methylmalonate. The mechanism is discussed.

The Michael Addition of Diethyl Methylmalonate to Ethyl Crotonate-(carbonyl C14). A Contribution to the Elucidation of the Mechanism of the Abnormal Addition

Abstract The Michael addition of diethyl methylmalonate to ethyl crotonate-(carbonyl-C14) was carried out with one equivalent of sodium ethoxide; the addition product, diethyl α-ethoxycarbonyl-β,γ - dimethylglutarate, was hydrolyzed and the resulting acid decarboxylated by heating. The evolved carbon dioxide contained 42 % of the radiocarbon of the original ethyl crotonate. Thus it was demonstrated that the migration of an ethoxycarbonyl group took place in the course of the reaction from the methylmalonate moiety to the carbon atom α to the labelled ethoxycarbonyl group. The mechaism of the reaction is discussed.

435. The kinetics of chlorohydrin formation. Part IV. The reaction between hypochlorous acid and ethyl crotonate in the presence of sodium acetate–acetic acid buffers of constant pH

435. The kinetics of chlorohydrin formation. Part IV. The reaction between hypochlorous acid and ethyl crotonate in the presence of sodium acetate–acetic acid buffers of constant pH

The Synthesis of Pyrrolizidines. III. Condensation of Nitromethane with Ethyl Crotonate and Subsequent Formation of 1-Methylpyrrolizidine (Heliotridane, Pseudoheliotridane)

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe Synthesis of Pyrrolizidines. III. Condensation of Nitromethane with Ethyl Crotonate and Subsequent Formation of 1-Methylpyrrolizidine (Heliotridane, Pseudoheliotridane)Nelson J. Leonard and Donald L. FelleyCite this: J. Am. Chem. Soc. 1949, 71, 5, 1758–1759Publication Date (Print):May 1, 1949Publication History Published online1 May 2002Published inissue 1 May 1949https://doi.org/10.1021/ja01173a062RIGHTS & PERMISSIONSArticle Views84Altmetric-Citations13LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (228 KB) Get e-Alerts Get e-Alerts

Reactions of conjugated fat acids

1. Addition products of ethyl crotonate and crotononitrile with conjugated methyl linoleate, derived from soybean methyl esters conjugated with a nickelcarbon catalyst, were prepared. 2. The addition product of ethyl crotonate and nonconjugated methyl linoleate was prepared and compared with that from conjugated methyl linoleate. 3. The addition product of ethyl crotonate and conjugated methyl linoleate was saponified to a dibasic acid which was used to prepare a decamethylene glycol polyester and an ethylene diamine polyamide. 4. The compatibility of the addition product of ethyl crotonate and conjugated methyl linoleate with various synthetic resins was determined.

The Peroxide Effect in the Addition of Reagents to Unsaturated Substances. XXII. The Addition of Hydrogen Bromide to Trimethylethylene, Styrene, Crotonic Acid, and Ethyl Crotonate

The Peroxide Effect in the Addition of Reagents to Unsaturated Substances. XXII. The Addition of Hydrogen Bromide to Trimethylethylene, Styrene, Crotonic Acid, and Ethyl Crotonate

LXXXII.—The condensation of ethyl crotonate and ethyl methylacrylate with ethyl cyanoacetate and ethyl bromoacetate. Synthesis of γ-methylbutane-αβδ-tricarboxylic acid and pentane-αβδ-tricarboxylic acid

LXXXII.—The condensation of ethyl crotonate and ethyl methylacrylate with ethyl cyanoacetate and ethyl bromoacetate. Synthesis of γ-methylbutane-αβδ-tricarboxylic acid and pentane-αβδ-tricarboxylic acid