Matches in SemOpenAlex for { <https://semopenalex.org/work/W2040233572> ?p ?o ?g. }
Showing items 1 to 53 of
53
with 100 items per page.
- W2040233572 endingPage "1120" @default.
- W2040233572 startingPage "1120" @default.
- W2040233572 abstract "Condensation of 2-methylquinoline with benzaldehydes to give trans-β-(2-quinolyl)styrenes has been studied kinetically in acetic anhydride containing acetic acid at 130°. The reaction proceeds via addition (k ca. 10–4 l mol–1 s–1 at 130°), esterification (k ca. 10–4 l mol–1 s–1 at 55°), and elimination (k ca. 10–4 s–1 at 30°). The intermediates, four 1-aryl-2-(2-quinolyl)ethanols and one acetate, were isolated and their rates of elimination were measured separately at 55 and 30°. The addition is rate-determining and the elimination is the most rapid step in the presence of acetic acid. The acetic acid-catalysed addition is promoted by electron-withdrawing groups on the aldehyde, with a Hammett ρ value of +1·42. The esterification of the intermediate alcohols with acetic anhydride is also accelerated slightly by electron-withdrawing groups, with a ρ value of +0·4. The elimination of the acetate is catalysed by carboxylic acids in the order chloroacetic > benzoic > acetic acid. The dependence of the rate of elimination on concentration of acetic acid changes from first order at lower concentrations to zero order at higher concentrations. A plausible mechanism involving 2-methylene-1,2-dihydroquinoline as an intermediate is suggested and discussed." @default.
- W2040233572 created "2016-06-24" @default.
- W2040233572 creator A5055856861 @default.
- W2040233572 creator A5067683481 @default.
- W2040233572 creator A5086019582 @default.
- W2040233572 date "1972-01-01" @default.
- W2040233572 modified "2023-09-25" @default.
- W2040233572 title "Condensation of 2-methylquinoline with benzaldehydes in acetic anhydride" @default.
- W2040233572 doi "https://doi.org/10.1039/p29720001120" @default.
- W2040233572 hasPublicationYear "1972" @default.
- W2040233572 type Work @default.
- W2040233572 sameAs 2040233572 @default.
- W2040233572 citedByCount "6" @default.
- W2040233572 countsByYear W20402335722013 @default.
- W2040233572 countsByYear W20402335722020 @default.
- W2040233572 crossrefType "journal-article" @default.
- W2040233572 hasAuthorship W2040233572A5055856861 @default.
- W2040233572 hasAuthorship W2040233572A5067683481 @default.
- W2040233572 hasAuthorship W2040233572A5086019582 @default.
- W2040233572 hasConcept C121332964 @default.
- W2040233572 hasConcept C161790260 @default.
- W2040233572 hasConcept C178790620 @default.
- W2040233572 hasConcept C185592680 @default.
- W2040233572 hasConcept C200093464 @default.
- W2040233572 hasConcept C2779854550 @default.
- W2040233572 hasConcept C97355855 @default.
- W2040233572 hasConceptScore W2040233572C121332964 @default.
- W2040233572 hasConceptScore W2040233572C161790260 @default.
- W2040233572 hasConceptScore W2040233572C178790620 @default.
- W2040233572 hasConceptScore W2040233572C185592680 @default.
- W2040233572 hasConceptScore W2040233572C200093464 @default.
- W2040233572 hasConceptScore W2040233572C2779854550 @default.
- W2040233572 hasConceptScore W2040233572C97355855 @default.
- W2040233572 hasIssue "9" @default.
- W2040233572 hasLocation W20402335721 @default.
- W2040233572 hasOpenAccess W2040233572 @default.
- W2040233572 hasPrimaryLocation W20402335721 @default.
- W2040233572 hasRelatedWork W1991080387 @default.
- W2040233572 hasRelatedWork W2046071530 @default.
- W2040233572 hasRelatedWork W2100790649 @default.
- W2040233572 hasRelatedWork W2320889733 @default.
- W2040233572 hasRelatedWork W2321027753 @default.
- W2040233572 hasRelatedWork W2327148207 @default.
- W2040233572 hasRelatedWork W2950647436 @default.
- W2040233572 hasRelatedWork W2950736007 @default.
- W2040233572 hasRelatedWork W2951383392 @default.
- W2040233572 hasRelatedWork W2979065576 @default.
- W2040233572 isParatext "false" @default.
- W2040233572 isRetracted "false" @default.
- W2040233572 magId "2040233572" @default.
- W2040233572 workType "article" @default.