6289-83-4Relevant academic research and scientific papers
Process for preparing monoesters
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Page/Page column 6, (2008/06/13)
A process for preparing monoesters comprises the step of reacting at least one diol with at least one carboxylic acid in a biphasic solvent system, the carboxylic acid being sufficiently water soluble to allow esterification to occur, and the biphasic solvent system comprising water and at least one aprotic solvent in which the resulting monoester has greater solubility than in water.
Meerwein-Ponndorf-Verley-type reductive acetylation of carbonyl compounds to acetates by lanthanide complexes in the presence of isopropenyl acetate
Nakano, Yasushi,Sakaguchi, Satoshi,Ishii, Yasutaka
, p. 1565 - 1569 (2007/10/03)
Meerwein-Ponndorf-Verley-type reductive acetylation of carbonyl compounds to acetates was successfully carried out in the presence of isopropenyl acetate under the influence of a catalytic amount of Ln(O(i)Pr)3 at room temperature. Various carbonyl compounds were converted into the corresponding acetates in fair to good yields. (C) 2000 Elsevier Science Ltd.
Facile and highly selective monoacylation of symmetric diols adsorbed on silica gel with acetyl chloride
Ogawa, Haruo,Amano, Misa,Chihara, Teiji
, p. 495 - 496 (2007/10/03)
Monoacetylated alcohols of symmetric 1,n-diols are synthesized quantitatively by refluxing a suspension of the diols adsorbed on silica gel with acetylchloride.
STEREOSTRUCTURE OF RENGYOL AND ISORENGYOL, PHENYLETHANOIDS OF FORSYTHIA SUSPENSA
Endo, Katsuya,Seya, Kazuhiko,Hikino, Hiroshi
, p. 2681 - 2688 (2007/10/02)
Determination of the stereostructure of rengyol (1), a novel nonaromatic phenylethanoid natural product isolated from Forsythia suspensa, by synthetic means has been described.The Reformatsky reaction of 4-acetoxycyclohexanone with ethyl bromoacetate afforded two isomeric acetoxy esters (5, 6) and the one (5) which has an equatorial acetoxyl group yielded on LAH reduction a triol identified as rengyol (1).The isomer (7), obtained similarly from the other isomeric acetoxy ester (6), has also been isolated from the natural source and is named isorengyol.Further, dehydratation of the esters (5, 6) and subsequent pyrolytic deacetoxylation afforded a 1,3-cyclohaxadiene derivative (12), which on photosensitized cis-dioxygenation, followed by reduction, yielded rengyol (1) establishing its stereostructure to have 1,4-cis-cyclohexanediol system.These results supported the previous conclusion based on the 1H and 13C NMR spectral data.
OXYGENATION OF AROMATIC AND ALIPHATIC HYDROCARBONS BY A NEW REAGENT SYSTEM, Fe(CH3CN)6(2+)-H2O2-Ac2O: AN EFFECTIVE MODEL REAGENT FOR MONO-OXYGENASE
Kotani, Eiichi,Kobayashi. Shigeki,Ishii, Yoko,Tobinaga, Seisho
, p. 4671 - 4679 (2007/10/02)
Reactions of aromatic and aliphatic hydrocarbons with a new system, Fe(CH3CN)6(2+) - H2O2 - Ac2O in CH3CN, gave oxygenation products with fairly high reaction efficiency ( Tables I and II )compared to known to reagent systems used as enzyme models for mono-oxygenases.Investigations of the mechanism of these reactions indicated the involvement of either complex C.FeIV(OH)(OAc)(2+), or complex D, FeIV(OAc)(2+), dependig on the organic substrate.Keywords-oxygenation; aromatic hydrocarbon; aliphatic hydrocarbon; hexakisacetonitrile iron(II) perchlorate; hydrogen peroxide; enzyme model; mono-oxygenase
Direction of the Dipole Moment in the Ester Group
Salz, E.,Hummel, J. P.,Flory, P. J.,Plavslc, M.
, p. 3211 - 3215 (2007/10/02)
The directions of the dipole moments in esters RCOOR' in which R and R' are alkyl or aryl groups have been deduced by analysis of experimental values of dipole moments of six compounds containing two polar groups, one or both of which are esters.New determinations of molecular dipole moments are reported for dimethyl trans-1,4-cyclohexanedicarboxylate and for trans-1,4-cyclohexanediol diacetate.The moment of the ester group is directed (in the positive sense) at an angle τE=123 +/- 3 deg from the R-CO axis in both aromatic and aliphatic esters, formates excepted.
