Matches in SemOpenAlex for { <https://semopenalex.org/work/W2137311671> ?p ?o ?g. }
- W2137311671 endingPage "584" @default.
- W2137311671 startingPage "580" @default.
- W2137311671 abstract "Second-order rate constants (kN) have been measured spectrophotometrically for reactions of Y-substituted phenyl benzoates (1a-h) with azide ion (N3) in 80 mol % H2O/20 mol % DMSO at 25.0 0.1 oC. The Brnsted-type plot for the azidolysis exhibits a downward curvature, i.e., the slope (b lg) changes from 0.97 to 0.20 as the basicity of the leaving group decreases. The pKao (defined as the pKa at the center of the Brnsted curvature) is 4.8, which is practically identical to the pKa of the conjugate acid of N3 ion (4.73). Hammett plots correlated with s o and s constants exhibit highly scattered points for the azidolysis. On the contrary, the corresponding Yukawa-Tsuno plot results in an excellent linear correlation with r = 2.45 and r = 0.40, indicating that the leaving group departs in the rate-determining step. The curved Brnsted-type plot has been interpreted as a change in the rate-determining step in a stepwise mechanism. The microscopic rate constants (k1 and k2/k1 ratio) have been calculated for the azidolysis and found to be consistent with the proposed mechanism." @default.
- W2137311671 created "2016-06-24" @default.
- W2137311671 creator A5014132243 @default.
- W2137311671 creator A5085161316 @default.
- W2137311671 creator A5088668565 @default.
- W2137311671 date "2008-03-20" @default.
- W2137311671 modified "2023-10-16" @default.
- W2137311671 title "Kinetics and Mechanism of Azidolysis of Y-Substituted Phenyl Benzoates" @default.
- W2137311671 cites W1541768350 @default.
- W2137311671 cites W1964790154 @default.
- W2137311671 cites W1968144093 @default.
- W2137311671 cites W1971815641 @default.
- W2137311671 cites W1974754886 @default.
- W2137311671 cites W1980889069 @default.
- W2137311671 cites W1983771463 @default.
- W2137311671 cites W1986320280 @default.
- W2137311671 cites W1988234478 @default.
- W2137311671 cites W1988558584 @default.
- W2137311671 cites W1989563196 @default.
- W2137311671 cites W1990060721 @default.
- W2137311671 cites W1993215194 @default.
- W2137311671 cites W1993810950 @default.
- W2137311671 cites W1995873709 @default.
- W2137311671 cites W1998379637 @default.
- W2137311671 cites W1999343010 @default.
- W2137311671 cites W2009204807 @default.
- W2137311671 cites W2010635899 @default.
- W2137311671 cites W2013634504 @default.
- W2137311671 cites W2013908328 @default.
- W2137311671 cites W2016125135 @default.
- W2137311671 cites W2017644087 @default.
- W2137311671 cites W2017814150 @default.
- W2137311671 cites W2019724766 @default.
- W2137311671 cites W2030299510 @default.
- W2137311671 cites W2032131597 @default.
- W2137311671 cites W2033373002 @default.
- W2137311671 cites W2038241431 @default.
- W2137311671 cites W2038450752 @default.
- W2137311671 cites W2041805632 @default.
- W2137311671 cites W2042007034 @default.
- W2137311671 cites W2042064626 @default.
- W2137311671 cites W2045601230 @default.
- W2137311671 cites W2047185399 @default.
- W2137311671 cites W2048470083 @default.
- W2137311671 cites W2049115940 @default.
- W2137311671 cites W2049120768 @default.
- W2137311671 cites W2049774579 @default.
- W2137311671 cites W2054250239 @default.
- W2137311671 cites W2060428809 @default.
- W2137311671 cites W2065697489 @default.
- W2137311671 cites W2069292034 @default.
- W2137311671 cites W2073089890 @default.
- W2137311671 cites W2080430037 @default.
- W2137311671 cites W2086765626 @default.
- W2137311671 cites W2091088143 @default.
- W2137311671 cites W2091579685 @default.
- W2137311671 cites W2095098884 @default.
- W2137311671 cites W2095148353 @default.
- W2137311671 cites W2114150638 @default.
- W2137311671 cites W2115861713 @default.
- W2137311671 cites W2133285431 @default.
- W2137311671 cites W2146357793 @default.
- W2137311671 cites W2172810566 @default.
- W2137311671 cites W2949387607 @default.
- W2137311671 cites W2952581193 @default.
- W2137311671 cites W2952690501 @default.
- W2137311671 cites W2952885313 @default.
- W2137311671 cites W2953311540 @default.
- W2137311671 cites W4247192591 @default.
- W2137311671 doi "https://doi.org/10.5012/bkcs.2008.29.3.580" @default.
- W2137311671 hasPublicationYear "2008" @default.
- W2137311671 type Work @default.
- W2137311671 sameAs 2137311671 @default.
- W2137311671 citedByCount "2" @default.
- W2137311671 countsByYear W21373116712015 @default.
- W2137311671 crossrefType "journal-article" @default.
- W2137311671 hasAuthorship W2137311671A5014132243 @default.
- W2137311671 hasAuthorship W2137311671A5085161316 @default.
- W2137311671 hasAuthorship W2137311671A5088668565 @default.
- W2137311671 hasBestOaLocation W21373116711 @default.
- W2137311671 hasConcept C121332964 @default.
- W2137311671 hasConcept C145148216 @default.
- W2137311671 hasConcept C148898269 @default.
- W2137311671 hasConcept C155647269 @default.
- W2137311671 hasConcept C178790620 @default.
- W2137311671 hasConcept C185592680 @default.
- W2137311671 hasConcept C2776793192 @default.
- W2137311671 hasConcept C2777538812 @default.
- W2137311671 hasConcept C62520636 @default.
- W2137311671 hasConcept C71240020 @default.
- W2137311671 hasConcept C8010536 @default.
- W2137311671 hasConcept C93391505 @default.
- W2137311671 hasConceptScore W2137311671C121332964 @default.
- W2137311671 hasConceptScore W2137311671C145148216 @default.
- W2137311671 hasConceptScore W2137311671C148898269 @default.
- W2137311671 hasConceptScore W2137311671C155647269 @default.
- W2137311671 hasConceptScore W2137311671C178790620 @default.
- W2137311671 hasConceptScore W2137311671C185592680 @default.