20920-83-6Relevant articles and documents
Zinc-mediated reactions on salicylaldehyde for Botrytis cinerea control
Franche, Antoine,Imbs, Claire,Fayeulle, Antoine,Merlier, Franck,Billamboz, Muriel,Léonard, Estelle
supporting information, p. 706 - 710 (2019/09/13)
Botrytis cinerea is a necrotrophic fungus that affects various plant species. Chemical control is a necessity and as much as possible, eco-friendly conditions and bioresources to obtain these chemicals should be used. In this context, a series of products was obtained from salicylaldehyde using zinc as a powerful reagent and tested for antifungal activity against Botrytis cinerea
Hydroxy-1-aminoindans and derivatives: Preparation, stability, and reactivity
Herzig, Yaacov,Lerman, Lena,Goldenberg, Willy,Lerner, David,Gottlieb, Hugo E.,Nudelman, Abraham
, p. 4130 - 4140 (2007/10/03)
The chemical stability and reactivity of hydroxy-1-aminoindans and their N-propargyl derivatives are strongly affected by the position of the OH group and its orientation relative to that of the amino moiety. Thus, the 4- and 6-OH regioisomers were found to be stable, while the 5-OH analogues were found to be inherently unstable as the free bases. The latter, having a para orientation between the OH and the amino moieties, could be isolated only as their hydrochloride salts. 7-Hydroxy-1-aminoindans and 7-hydroxy-1- propargylaminoindans represent an intermediate case; while sufficiently stable even as free bases, they exhibit, under certain experimental conditions, unexpected reactivity. The instability of the 5- and 7-hydroxy-aminoindans is attributed to their facile conversion to the corresponding, reactive quinone methide (QM) intermediates. The o-QM obtained from 7-hydroxy-aminoindans was successfully trapped with ethyl vinyl ether via a Diels-Alder reaction to give tricyclic acetals 32a,b.
The reactivity of o-hydroxybenzyl alcohol and derivatives in solution at elevated temperatures
Dorrestijn, Edwin,Kranenburg, Marieke,Ciriano, Maria Victoria,Mulder, Peter
, p. 3012 - 3018 (2007/10/03)
The reactivity of o-hydroxybenzyl alcohol (o-HBA, 1), as a model compound for lignin, has been studied in various solvents between 390 and 560 K. Both in polar and apolar solvents the benzylic cation is the reactive intermediate. In alcoholic solvents, the benzylic cation reacts with the solvent to give the corresponding ethers. Relative reaction rates have been determined for different alcohols; a factor of 14 is encountered between the most (methanol) and least (tert-butyl alcohol) reactive ones. The etherification is reversible, in contrast to the electrophilic aromatic substitution with phenol and anisole, for which k(PhOH) = 1 X 105 M-1 s- 1 and k(anisole) = 1 x 104 M-1 s-1, at 424 K. In apolar hydroaromatic solvents, 7H-benz[de]anthracene, 9,10-dihydroanthracene, and 9,10- dihydrophenanthrene, the formation of o-cresol proceeds via hydride transfer from the solvent to the benzylic cation; rate constants at 555 K are 2 x 106, 5 x 104, and 5 x 103 M-1 s-1, respectively.
