575-44-0Relevant articles and documents
Regioselective hydrolysis of diacetoxynaphthalenes catalyzed by Pseudomonas sp. lipase in an organic solvent
Ciuffreda, Pierangela,Casati, Silvana,Santaniello, Enzo
, p. 317 - 321 (2007/10/03)
Depending on the relative positions of the acetyl groups in the aromatic rings, the Pseudomonas sp. lipase-catalyzed hydrolysis of diacetoxynaphthalenes in tert-butylmethyl ether proceeds regioselectively to afford the corresponding monoacetates.
Oxyfunctionalization of Hydrocarbons. 17. Acid-Dependent High Regioselectivity Hydroxylation of Naphthalene with Hydrogen Peroxide Giving 1- or 2-Naphthol
Olah, George A.,Keumi, Takashi,Lecoq, Jean Claud,Fung, Alexander P.,Olah, Judith A.
, p. 6148 - 6151 (2007/10/02)
The acid-catalyzed hydroxylation of naphthalene with 90percent hydrogen peroxide was investigated.Regioselectivity of the reaction depends on the acidity of the system and the solvent used.In anhydrous hydrogen fluoride or 70percent HF-30percent pyridine solution at -10 to +20 deg C 1-naphthol is the product formed in > 98percent selectivity.In contrast, 2-naphthol is obtained in hydroxylation in superacid (HF-BF3, HF-SbF5, HF-TaF5, FSO3H-SbF5) solution at -60 to -78 deg C in > 98percent selectivity.When 1-naphthol reacted under the latter conditions 1,5- and 1,7-dihydroxynaphthalene were obtained, while 2-naphthol gave 1,6-dihydroxynaphthalene (along with only minor amounts of 1,7-dihydroxynapthtalene).The mechanism of the reactions is discussed, contrasting electrophilic hydroxylation of naphthalene, giving predominantly 1-substitution, with reaction of protonated naphthalenes (i.e., naphthtalenium ions) with hydrogen peroxide.
Cyclic monocarbonate bishaloformates
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, (2008/06/13)
Cyclic monocarbonate bischloroformates are prepared by the reaction of a carbonyl halide such as phosgene with a bridged substituted resorcinol or hydroquinone such as bis(2,4-dihydroxy-3-methylphenyl)methane or bis(2,5-dihydroxy-3,4,6-trimethylphenyl)methane in the presence of aqueous alkali metal hydroxide. The cyclic monocarbonate bischloroformates may be used for the preparation of linear or cyclic polycarbonates containing cyclic carbonate structural units, which may in turn be converted to crosslinked polycarbonates.