1991
DOI: 10.1139/v91-052
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The aldol condensation of acetophenone with acetone

Abstract: J. PETER GUTHR~E and X~AO-PING WANG. Can. J. Chem. 69, 339 (1991).The kinetics and equilibria involved in the aldol condensation of acetophenone, acting as carbon acid, and acetone have been studied in aqueous alkaline solution. The reactions are all first order in hydroxide, with rate and equilibrium constants (defined for enone as initial compound) of: k,, = 3. M-I. The series methylbutenal, mesityl oxide, and 3-methyl-l-phenyl-2-buten-lone can now be compared with regard to regularities and deviations from … Show more

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Cited by 27 publications
(11 citation statements)
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“…This reaction turned out to be somewhat more difficult to sort out, but we have now completed the kinetic analysis, and wish to report it in turn. This provides another example of a fully analyzed aldol condensation, to add to those we (1,(4)(5)(6)(7)(8)(9)(10) and others (1 1-14) have previously reported. To complete the analysis we had to develop computer programs allowing us to fit simultaneously multiple sets of data described by equations with common parameters.…”
Section: Introductionsupporting
confidence: 66%
“…This reaction turned out to be somewhat more difficult to sort out, but we have now completed the kinetic analysis, and wish to report it in turn. This provides another example of a fully analyzed aldol condensation, to add to those we (1,(4)(5)(6)(7)(8)(9)(10) and others (1 1-14) have previously reported. To complete the analysis we had to develop computer programs allowing us to fit simultaneously multiple sets of data described by equations with common parameters.…”
Section: Introductionsupporting
confidence: 66%
“…This novel catalyst provides a clean and convenient alternative methodology for the synthesis of title compounds. The method not only offers a substantial increase in the yield over the conventional method but also eliminates the usage of solvents such as ethanol, corrosive bases such as piperidine, and sodium hydroxide and shortens the reaction time from several hours of reflux to few seconds (42,43). This reaction may have wide applicability in building a variety of heterocycles by choosing 4-(naphthalen-2-yl)-2-oxo-6-arylcyclohex-3-enecarboxylates as synthon, which has three versatile functional groups, i.e., ketone, olefin, and ester, for the synthesis of structurally diverse organic compounds.…”
Section: Resultsmentioning
confidence: 99%
“…Satisfactory microanalyses were obtained on Carlo Erba 1106 CHN analyzer (Thermo Fisher Scientific, Waltham, MA). By adopting the literature precedent 1,3‐diaryl‐prop‐2‐en‐1‐ones 1‐9 [34], 2‐amino‐4,6‐diarylpyrimidines 10‐18 [26] and 2‐chloro‐ N ‐(4,6‐diarylpyrimidin‐2‐yl)acetamides 19‐27 [26] were synthesized.…”
Section: Methodsmentioning
confidence: 99%