87687-98-7Relevant articles and documents
KINETICS OF REACTION OF 1-CHLORO-2,4,6-TRINITROBENZENE WITH ENOLATE IONS OF 2,4-PENTANEDIONE AND METHYL 3-OXOBUTANOATE
Machacek, Vladimir,Andrle, Jaroslav,Sterba, Vojeslav
, p. 1608 - 1617 (2007/10/02)
Reaction of 1-chloro-2,4,6-trinitrobenzene (I) with anions of 2,4-pentanedione (II) and methyl 3-oxobutanoate (III) produces 3-(2,4,6-trinitrophenyl)-2,4-pentanedione (IV) and methyl 2-(2,4,6-trinitrophenyl)-3-oxobutanoate (V), respectively, besides 2,4,6-trinitrophenol (VI).Amount of 2,4,6-trinitrophenol decreases with increasing amount of dimethyl sulphoxide and 2,4-pentanedione in methanol.A mechanism of formation of 2,4,6-trinitrophenol is suggested.Rate constant of formation of 3-(2,4,6-trinitrophenyl)-2,4-pentanedione in methanol-dimethyl sulphoxide mixtures increases with increasing content of dimethyl sulphoxide and decreases with increasing LiCl concentration.In methanol, 1-chloro-2,4,6-trinitrobenzene reacts with anion of 2,4-pentanedione about 20x slower than with anion of methyl 3-oxobutanoate.