2024-03-29T07:44:55Z
https://soar-ir.repo.nii.ac.jp/oai
oai:soar-ir.repo.nii.ac.jp:00017448
2023-03-31T06:08:34Z
1702:1703:1707
SOLVENT ISOTOPE EFFECT ON NUCLEOPHILIC ATTACK OF METHOXIDE ION ON sp² CARBON ATOM OF trans-3- METHOXY OR trans-3- METHYLTHIO-ACRYLOPHENONES
KAWASAKI, Atsushi
The second-order rate constants for the base-catalysed reactions of methanol with 3-methoxy- and 3-methylthio-acrylophenones (MeOAcr and MeSAcr) have been determined in methanol and in methanol-OD at 25℃. Non-catalytic terms were not detected. Inverse kinetic solvent isotope effects on attack of methoxide ion on MeOAcr and MeSAcr of 0.62 and 0.57, respectively, are compared with earlier data for attack of methoxide ion on a substituted N -benzylideneaniline. The rate constants depend on electrophiles, but the solvent isotope effects, ca. 0.6, are fairly constant, irrespective of the 10⁴ fold variance of the rate constants. The results are discussed in terms of solvent reorganisation. The solvent isotope effect for the reaction of hydroxide ion in water was also determined.
Article
信州大学教養部紀要. 26: 157-162(1992)
信州大学教養部
1992-03-15
eng
departmental bulletin paper
VoR
http://hdl.handle.net/10091/4463
https://soar-ir.repo.nii.ac.jp/records/17448
1340-9972
AN10176022
信州大学教養部紀要.
26
157
162
https://soar-ir.repo.nii.ac.jp/record/17448/files/Liberal_arts26-11.pdf
application/pdf
320.7 kB
2015-09-28