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Choice of solvent (MeCN vs H(2)O) decides rate-limiting step in S(N)Ar aminolysis of 1-fluoro-2,4-dinitrobenzene with secondary amines: importance of Brønsted-type analysis in acetonitrile.
- I. Um, Se-Won Min, J. Dust
- Chemistry, Medicine
- The Journal of organic chemistry
- 20 October 2007
A kinetic study is reported for nucleophilic substitution reactions of 2,4-dinitro-1-fluorobenzene (DNFB) with a series of secondary amines in MeCN and H2O at 25.0 degrees C. The reaction in MeCN… Expand
Effects of amine nature and nonleaving group substituents on rate and mechanism in aminolyses of 2,4-dinitrophenyl X-substituted benzoates.
- I. Um, K. Kim, Hye-Ran Park, M. Fujio, Y. Tsuno
- Chemistry, Medicine
- The Journal of organic chemistry
- 5 May 2004
Second-order rate constants have been measured for the reactions of 2,4-dinitrophenyl X-substituted benzoates (1a-f) with a series of primary amines in 80 mol % H(2)O/20 mol % DMSO at 25.0 +/- 0.1… Expand
Mechanistic assessment of S(N)Ar displacement of halides from 1-halo-2,4-dinitrobenzenes by selected primary and secondary amines: Brønsted and Mayr analyses.
- I. Um, Li-Ra Im, Ji-sun Kang, Samantha S Bursey, J. Dust
- Chemistry, Medicine
- The Journal of organic chemistry
- 9 October 2012
Pseudo-first-order rate constants (k(obsd)) have been measured spectrophotometrically for nucleophilic substitution reactions of 1-X-2,4-dinitrobenzenes (1a-d, X = F, Cl, Br, I) with various primary… Expand
Alkali metal ion catalysis and inhibition in nucleophilic displacement reactions at phosphorus centers: ethyl and methyl paraoxon and ethyl and methyl parathion.
- I. Um, Y. Shin, Seung-Eun Lee, K. Yang, E. Buncel
- Chemistry, Medicine
- The Journal of organic chemistry
- 3 January 2008
We report on the ethanolysis of the P=O and P=S compounds ethyl and methyl paraoxon (1a and 1b) and ethyl and methyl parathion (2a and 2b). Plots of spectrophotometrically measured rate constants,… Expand
Aminolysis of Y-substituted-phenyl 2-methoxybenzoates in acetonitrile: effect of the o-methoxy group on reactivity and reaction mechanism.
Second-order rate constants (k(N)) were measured for aminolyses of Y-substituted-phenyl 2-methoxybenzoates 2a-i and 4-nitrophenyl X-substituted-benzoates 3a-j in MeCN at 25.0 °C. The Brønsted-type… Expand
Effect of amine nature on reaction rate and mechanism in nucleophilic substitution reactions of 2,4-dinitrophenyl X-substituted benzenesulfonates with alicyclic secondary amines.
- I. Um, Sun-Mee Chun, Ok-Mi Chae, M. Fujio, Y. Tsuno
- Chemistry, Medicine
- The Journal of organic chemistry
- 6 April 2004
Second-order rate constants have been measured for reactions of 2,4-dinitrophenyl X-substituted benzenesulfonates with a series of alicyclic secondary amines. The reaction proceeds through S-O and… Expand
Aminolyses of aryl diphenylphosphinates and diphenylphosphinothioates: effect of modification of electrophilic center from P=O to P=S.
- I. Um, K. Akhtar, Y. Shin, Jeong-Yoon Han
- Chemistry, Medicine
- The Journal of organic chemistry
- 11 April 2007
A kinetic study is reported for aminolysis of aryl diphenylphosphinothioates (2a-i). The phosphinothioates 2a-i are less reactive than aryl diphenylphosphinates (1a-i), the oxygen analogues of 2a-i,… Expand
Aminolysis of Y-substituted phenyl diphenylphosphinates and benzoates: effect of modification of electrophilic center from C=O to P=O.
- I. Um, Y. Shin, Jeong-Yoon Han, M. Mishima
- Chemistry, Medicine
- The Journal of organic chemistry
- 2 September 2006
The effect of modification of the electrophilic center from C=O to P=O on reactivity and reaction mechanism has been investigated for aminolysis of Y-substituted phenyl diphenylphosphinates (1a-j)… Expand
Aminolysis of X-substituted phenyl diphenylphosphinates: effect of amine nature on reactivity and transition-state structure.
- I. Um, Jeong-Yoon Han, Y. Shin
- Chemistry, Medicine
- The Journal of organic chemistry
- 17 April 2009
A kinetic study is reported for aminolysis of X-substituted phenyl diphenylphosphinates (1a-i) in 80 mol % H(2)O/20 mol % dimethyl sulfoxide at 25.0 +/- 0.1 degrees C. The Brønsted-type plot for the… Expand