FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2078179439> ?p ?o ?g. }

• W2078179439 endingPage "4987" @default.
• W2078179439 startingPage "4980" @default.
• W2078179439 abstract "Second-order rate constants have been determined spectrophotometrically for the reactions of 4-nitrophenyl X-substituted 2-methylbenzoates (2a−e) and Y-substituted phenyl 2-methylbenzoates (3a−e) with alicyclic secondary amines in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The o-methyl group in the benzoyl moiety of 2a−e retards the reaction rate but does not influence the reaction mechanism. The Hammett plots for the reactions of 2a−e are nonlinear, while the corresponding Yukawa−Tsuno plots are linear with large r values (1.06−1.70). The linear Yukawa−Tsuno plots suggest that stabilization of the ground-state through resonance interaction between the electron donating substituent X and the carbonyl group is responsible for the nonlinear Hammett plots, while the large r values imply that the ground-state resonance interaction is significant. The reactions of 2a−e resulted in smaller ρX values but larger r values than the corresponding reactions of 4-nitrophenyl X-substituted benzoates (1a−e). The small ρX value for the reactions of 2a−e (e.g., ρX = 0.22) is suggested to be responsible for the large r value (e.g., r = 1.70). The reactions of 3a−e with piperidine are proposed to proceed in a stepwise manner with a change in the rate-determining step on the basis of the curved Brønsted-type plot obtained. Microscopic rate constants associated with the reactions of 3a−e are also consistent with the proposed mechanism." @default.
• W2078179439 created "2016-06-24" @default.
• W2078179439 creator A5035870764 @default.
• W2078179439 creator A5038332637 @default.
• W2078179439 creator A5039997002 @default.
• W2078179439 creator A5055455106 @default.
• W2078179439 creator A5065599650 @default.
• W2078179439 creator A5088668565 @default.
• W2078179439 date "2005-05-18" @default.
• W2078179439 modified "2023-09-30" @default.
• W2078179439 title "Effect of <i>o</i>-Methyl Group on Rate, Mechanism, and Resonance Contribution: Aminolysis of Y-Substituted Phenyl X-Substituted 2-Methylbenzoates" @default.
• W2078179439 cites W1965507351 @default.
• W2078179439 cites W1980494973 @default.
• W2078179439 cites W1998334930 @default.
• W2078179439 cites W2009204807 @default.
• W2078179439 cites W2037498314 @default.
• W2078179439 cites W2069157396 @default.
• W2078179439 cites W2070065857 @default.
• W2078179439 cites W2172810566 @default.
• W2078179439 cites W2203184879 @default.
• W2078179439 cites W3004528772 @default.
• W2078179439 cites W4232377207 @default.
• W2078179439 doi "https://doi.org/10.1021/jo050172k" @default.
• W2078179439 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15960495" @default.
• W2078179439 hasPublicationYear "2005" @default.
• W2078179439 type Work @default.
• W2078179439 sameAs 2078179439 @default.
• W2078179439 citedByCount "39" @default.
• W2078179439 countsByYear W20781794392012 @default.
• W2078179439 countsByYear W20781794392013 @default.
• W2078179439 countsByYear W20781794392014 @default.
• W2078179439 countsByYear W20781794392015 @default.
• W2078179439 countsByYear W20781794392016 @default.
• W2078179439 countsByYear W20781794392021 @default.
• W2078179439 countsByYear W20781794392023 @default.
• W2078179439 crossrefType "journal-article" @default.
• W2078179439 hasAuthorship W2078179439A5035870764 @default.
• W2078179439 hasAuthorship W2078179439A5038332637 @default.
• W2078179439 hasAuthorship W2078179439A5039997002 @default.
• W2078179439 hasAuthorship W2078179439A5055455106 @default.
• W2078179439 hasAuthorship W2078179439A5065599650 @default.
• W2078179439 hasAuthorship W2078179439A5088668565 @default.
• W2078179439 hasConcept C109214941 @default.
• W2078179439 hasConcept C121332964 @default.
• W2078179439 hasConcept C139210041 @default.
• W2078179439 hasConcept C147597530 @default.
• W2078179439 hasConcept C147789679 @default.
• W2078179439 hasConcept C148898269 @default.
• W2078179439 hasConcept C155647269 @default.
• W2078179439 hasConcept C161790260 @default.
• W2078179439 hasConcept C178790620 @default.
• W2078179439 hasConcept C185592680 @default.
• W2078179439 hasConcept C206263279 @default.
• W2078179439 hasConcept C2776568683 @default.
• W2078179439 hasConcept C2777998946 @default.
• W2078179439 hasConcept C2778689049 @default.
• W2078179439 hasConcept C2781462491 @default.
• W2078179439 hasConcept C62520636 @default.
• W2078179439 hasConcept C71240020 @default.
• W2078179439 hasConcept C8503813 @default.
• W2078179439 hasConcept C93391505 @default.
• W2078179439 hasConceptScore W2078179439C109214941 @default.
• W2078179439 hasConceptScore W2078179439C121332964 @default.
• W2078179439 hasConceptScore W2078179439C139210041 @default.
• W2078179439 hasConceptScore W2078179439C147597530 @default.
• W2078179439 hasConceptScore W2078179439C147789679 @default.
• W2078179439 hasConceptScore W2078179439C148898269 @default.
• W2078179439 hasConceptScore W2078179439C155647269 @default.
• W2078179439 hasConceptScore W2078179439C161790260 @default.
• W2078179439 hasConceptScore W2078179439C178790620 @default.
• W2078179439 hasConceptScore W2078179439C185592680 @default.
• W2078179439 hasConceptScore W2078179439C206263279 @default.
• W2078179439 hasConceptScore W2078179439C2776568683 @default.
• W2078179439 hasConceptScore W2078179439C2777998946 @default.
• W2078179439 hasConceptScore W2078179439C2778689049 @default.
• W2078179439 hasConceptScore W2078179439C2781462491 @default.
• W2078179439 hasConceptScore W2078179439C62520636 @default.
• W2078179439 hasConceptScore W2078179439C71240020 @default.
• W2078179439 hasConceptScore W2078179439C8503813 @default.
• W2078179439 hasConceptScore W2078179439C93391505 @default.
• W2078179439 hasIssue "13" @default.
• W2078179439 hasLocation W20781794391 @default.
• W2078179439 hasLocation W20781794392 @default.
• W2078179439 hasOpenAccess W2078179439 @default.
• W2078179439 hasPrimaryLocation W20781794391 @default.
• W2078179439 hasRelatedWork W2019724766 @default.
• W2078179439 hasRelatedWork W2019779820 @default.
• W2078179439 hasRelatedWork W2036693411 @default.
• W2078179439 hasRelatedWork W2078179439 @default.
• W2078179439 hasRelatedWork W2097862475 @default.
• W2078179439 hasRelatedWork W2123052425 @default.
• W2078179439 hasRelatedWork W2252144536 @default.
• W2078179439 hasRelatedWork W265054897 @default.
• W2078179439 hasRelatedWork W415915789 @default.
• W2078179439 hasRelatedWork W60217497 @default.
• W2078179439 hasVolume "70" @default.
• W2078179439 isParatext "false" @default.
• W2078179439 isRetracted "false" @default.

• next