Nucleophiles

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Name	Solvent	Reactivity Parameters	Reference (title or year)
ethanolamine (in MeCN)	MeCN	N Param.: 14.11 s_N Param.: 0.71	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925
ethanolamine (in DMSO)	DMSO	N Param.: 16.07 s_N Param.: 0.61	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
ethanolamine (in 91M9AN)	MeOH-MeCN mix	N Param.: 13.23 s_N Param.: 0.65	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
ethanol (in MeCN)	MeCN	N Param.: 7.13 s_N Param.: 0.71	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360
ethanol	EtOH	N Param.: 7.44 s_N Param.: 0.90	J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z
enolate of 3-isochromanone (in DMSO)	DMSO	N Param.: 25.39 s_N Param.: 0.54	J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277
enolate of 2-coumaranone (in DMSO)	DMSO	N Param.: 19.60 s_N Param.: 0.75	J. Org. Chem. 2024, 89, 6915-6928 10.1021/acs.joc.4c00277
DMSO (O attack)	DMSO	N Param.: 11.30 s_N Param.: 0.74	J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b
ditert-butyl-phenylphosphane	dichloromethane	N Param.: 12.40 s_N Param.: 0.55	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
dipropylamine (in MeCN)	MeCN	N Param.: 14.51 s_N Param.: 0.80	Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925