67828-36-8

Usage

InChI:InChI=1/C8H10O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-5,9-11H,1H3

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 108-46-3 recorcinol 

Downstream Products

• 89-84-9 2',4'-dihydroxy-4-acetophenone 

Relevant academic research and scientific papers

Natural products as sources of new fungicides (II): antiphytopathogenic activity of 2,4-dihydroxyphenyl ethanone derivatives

A series of 17 simple 1-(2,4-dihydroxyphenyl) ethanones were synthesised, and their structures characterised by 1H, 13C NMR and ESI-MS. Their in vitro antifungal activities were evaluated against five phytopathogenic fungi including Glomerella cingulate, Botrytis cirerea, Fusarium graminearum, Curvularia lunata and Fusarium oxysporum f. sp. vasinfectum by the mycelial growth inhibition assay. Compounds 2g and 2h exhibited broad-spectrum inhibitory activity against the mycelial growth of the tested pathogens with IC50 values in the range of 16-36 g/mL, and in particular being more active to G. cingulate, with IC50 values of 16.50 and 19.25 g/mL, respectively, than the other pathogens. Preliminary SAR indicated that an α,β-unsaturated ketone unit of the alkyl chain of the compounds is the structure requirement for fungicidal action. The results suggested that 2g and 2h may be promising leads in the development of new antifungal agents.

Ionic and Neutral Half-Sandwich Guanidinatoruthenium(II) Complexes and Their Solution Behavior

Ionic and neutral half-sandwich guanidinatoruthenium(II) complexes [(η6-C10H14)RuL(κ2(N,N′){(ArN)2C-N(H)Ar})][OTf] [Ar = 4-MeC6H4, L = 2-methylimidazole (1); Ar = 2-MeC6H4, L = 1,3,5-triaza-7-phosphaadamantane (PTA; 2)], [(ArNH)3C][(η6-C10H14)RuCl3] [Ar = 2-ClC6H4 (3)] and [(η6-C10H14)RuCl(κ2(N,N′){(ArN)2C-N(H)Ar})] [Ar = 2-ClC6H4 (4), 2-FC6H4 (5), 4-ClC6H4 (6), and 4-(NO2)C6H4 (7)] have been isolated and the molecular structures of all but 6 were determined by single-crystal X-ray diffraction. VT 31P{1H} NMR spectroscopy of complex 2 revealed the presence of a mixture of four isomers in a ratio of appproximately 1.4:11.0:1.6:0.1. Theoretical calculations were performed on the syn-syn, syn-anti, anti-syn, and anti-anti conformers of 2, which revealed syn-anti to be the most stable conformer, both in the gas phase and in solution. Furthermore, the energies relating to the interactions between the lone pairs of the nitrogen atoms of the CN3 unit and the antibonding orbital of the central carbon atom in the syn-anti conformer of 2 were investigated by NBO analysis. The 1H NMR spectrum of 3 reveals the presence of two species and their ratio is dependent upon the concentration of 3 in CDCl3 and on the amount of D2O in CD3CN. The two species have been ascribed to the presence of a monomer and a water-bridged dimer. The new complexes 1-7 were screened as pre-catalysts in the transfer hydrogenation of acetophenone and complex 3 was tested as a pre-catalyst in the transfer hydrogenation of a variety of ketones to explore the scope of the reaction.