Matches in SemOpenAlex for { <https://semopenalex.org/work/W2020221504> ?p ?o ?g. }
- W2020221504 endingPage "8155" @default.
- W2020221504 startingPage "8142" @default.
- W2020221504 abstract "The kinetics of the reactions of amines, hydrazines, hydrazides, and hydroxylamines with benzhydrylium ions and quinone methides were studied in acetonitrile and water by UV-vis spectroscopy, using conventional spectrometers and stopped-flow and laser-flash techniques. From the second-order rate constants k(2) of these reactions, the nucleophilicity parameters N and s(N) were determined according to the linear free energy relationship log k(2) = s(N)(N + E). While methyl groups increase the reactivities of the α-position of hydrazines, they decrease the reactivities of the β-position. Despite the 10(2) times lower reactivities of amines and hydrazines in water than in acetonitrile, the relative reactivities of differently substituted amines and hydrazines are almost identical in the two solvents. In both solvents hydrazine has a reactivity similar to that of methylamine. This observation implies that replacement of one hydrogen in ammonia by Me increases the nucleophilicity more than introduction of an amino group, if one takes into account that hydrazine has two reactive centers. Plots of log k(2) versus the corresponding equilibrium constants (log K) or Brønsted basicities (pK(aH)) do not show enhanced nucleophilicities (α-effect) for either hydrazines or hydroxylamine relative to alkylamines." @default.
- W2020221504 created "2016-06-24" @default.
- W2020221504 creator A5002109222 @default.
- W2020221504 creator A5037338835 @default.
- W2020221504 creator A5047887128 @default.
- W2020221504 date "2012-09-06" @default.
- W2020221504 modified "2023-10-17" @default.
- W2020221504 title "Nucleophilic Reactivities of Hydrazines and Amines: The Futile Search for the α-Effect in Hydrazine Reactivities" @default.
- W2020221504 cites W1500519740 @default.
- W2020221504 cites W1965901513 @default.
- W2020221504 cites W1966013351 @default.
- W2020221504 cites W1966305477 @default.
- W2020221504 cites W1967685081 @default.
- W2020221504 cites W1968039130 @default.
- W2020221504 cites W1970005395 @default.
- W2020221504 cites W1971856617 @default.
- W2020221504 cites W1972274470 @default.
- W2020221504 cites W1972628059 @default.
- W2020221504 cites W1978347746 @default.
- W2020221504 cites W1980724898 @default.
- W2020221504 cites W1983303522 @default.
- W2020221504 cites W1983543910 @default.
- W2020221504 cites W1985188885 @default.
- W2020221504 cites W1987950331 @default.
- W2020221504 cites W1989197397 @default.
- W2020221504 cites W1990060721 @default.
- W2020221504 cites W1990482933 @default.
- W2020221504 cites W1992542748 @default.
- W2020221504 cites W1994787858 @default.
- W2020221504 cites W1995226615 @default.
- W2020221504 cites W1997097098 @default.
- W2020221504 cites W2002848982 @default.
- W2020221504 cites W2003301336 @default.
- W2020221504 cites W2004874640 @default.
- W2020221504 cites W2005561319 @default.
- W2020221504 cites W2005784981 @default.
- W2020221504 cites W2009702101 @default.
- W2020221504 cites W2011529244 @default.
- W2020221504 cites W2017036536 @default.
- W2020221504 cites W2017644087 @default.
- W2020221504 cites W2017900878 @default.
- W2020221504 cites W2019926612 @default.
- W2020221504 cites W2020278186 @default.
- W2020221504 cites W2020632745 @default.
- W2020221504 cites W2021187712 @default.
- W2020221504 cites W2021975585 @default.
- W2020221504 cites W2023544416 @default.
- W2020221504 cites W2023662718 @default.
- W2020221504 cites W2024440258 @default.
- W2020221504 cites W2029609718 @default.
- W2020221504 cites W2030293055 @default.
- W2020221504 cites W2035215058 @default.
- W2020221504 cites W2035314452 @default.
- W2020221504 cites W2039431939 @default.
- W2020221504 cites W2041726370 @default.
- W2020221504 cites W2045078017 @default.
- W2020221504 cites W2046330159 @default.
- W2020221504 cites W2051349361 @default.
- W2020221504 cites W2054455426 @default.
- W2020221504 cites W2055299184 @default.
- W2020221504 cites W2055673693 @default.
- W2020221504 cites W2059824140 @default.
- W2020221504 cites W2059986954 @default.
- W2020221504 cites W2060671925 @default.
- W2020221504 cites W2061636222 @default.
- W2020221504 cites W2062724197 @default.
- W2020221504 cites W2064856371 @default.
- W2020221504 cites W2065316795 @default.
- W2020221504 cites W2070127123 @default.
- W2020221504 cites W2072237304 @default.
- W2020221504 cites W2072532915 @default.
- W2020221504 cites W2072547658 @default.
- W2020221504 cites W2072923857 @default.
- W2020221504 cites W2073495085 @default.
- W2020221504 cites W2074702049 @default.
- W2020221504 cites W2077083475 @default.
- W2020221504 cites W2078210502 @default.
- W2020221504 cites W2080761434 @default.
- W2020221504 cites W2082081767 @default.
- W2020221504 cites W2088858378 @default.
- W2020221504 cites W2089150453 @default.
- W2020221504 cites W2090259345 @default.
- W2020221504 cites W2092388572 @default.
- W2020221504 cites W2092684928 @default.
- W2020221504 cites W2094599931 @default.
- W2020221504 cites W2099174473 @default.
- W2020221504 cites W2110052157 @default.
- W2020221504 cites W2110684791 @default.
- W2020221504 cites W2111812652 @default.
- W2020221504 cites W2118748243 @default.
- W2020221504 cites W2121096341 @default.
- W2020221504 cites W2137648973 @default.
- W2020221504 cites W2141331513 @default.
- W2020221504 cites W2141705345 @default.
- W2020221504 cites W2143225867 @default.
- W2020221504 cites W2148573162 @default.
- W2020221504 cites W2157281516 @default.
- W2020221504 cites W2162770617 @default.