111-32-0Relevant articles and documents
Effect of Ether Oxygen in Isomeric Alcohols on Water Structure Estimated from Ultrasonic Absorption and Velocity Data
Nishikawa, Sadakatsu,Matsumura, Kenichi,Ueda, Masayuki
, p. 682 - 686 (1993)
4-Methoxy-1-butanol was synthesized form 1,4-butanediol through potassium 4-hydroxy-1-butoxide.The ultrasonic absorption coefficients in the frequency range from 9.5 to 220 MHz and the sound velocity at 2.5 and 1.92 MHz were measured in aqueous solutions as a function of the concentration.A single relaxational absorption was observed, the cause of which was attributed to the perturbation of an equlibrium associated with a solute-solvent interaction.The rate and thermodynamic parameters associated with the interacion were determined from the concentration dependence of the relaxation frequency.The results were compared with those for other isomeric alcohol solutions, and the effect of the alcohols on the water structure was considered in relation to the molecular structures of the solutes.It has been found that the position of the ether oxygen in the alcohol molecules gives rise to a considerable change in the solution properties.
2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS
-
Page/Page column 58; 59, (2017/02/09)
The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.
Upgrading biomass-derived furans via acid-catalysis/hydrogenation: The remarkable difference between water and methanol as the solvent
Hu, Xun,Westerhof, Roel J. M.,Wu, Liping,Dong, Dehua,Li, Chun-Zhu
, p. 219 - 224 (2018/04/16)
In methanol 5-hydroxymethylfurfural (HMF) and furfuryl alcohol (FA) can be selectively converted into methyl levulinate via acidcatalysis, whereas in water polymerization dominates. The hydrogenation of HMF, furan and furfural with the exception of FA is
Indium triiodide catalyzed direct hydroallylation of esters
Nishimoto, Yoshihiro,Inamoto, Yoshihiro,Saito, Takahiro,Yasuda, Makoto,Baba, Akio
supporting information; experimental part, p. 3382 - 3386 (2010/08/19)
The InI3-catalyzed hydroallylation of esters by using hydroand allysilanes under mild conditions has been accomplished. Many significant groups such as alkenyl, alkynyl, cyano, and nitro ones survive under these conditions. This reaction system, provided routes to both homoallylic alcohols and ethers, in which either elimination of the alkoxy moiety or of the carbonyl oxygen atom could be freely selected by changing the substituents on the alkoxy moiety and on the hydrosilane. In addition, the hydroallylation of lactones took place without ring cleavage to produce the desired cyclic ethers in high yields.
Hydrogen bonding lowers intrinsic nucleophilicity of solvated nucleophiles
Chen, Xin,Brauman, John I.
scheme or table, p. 15038 - 15046 (2009/03/12)
The relationship between nucleophilicity and the structure/environment of the nucleophile is of fundamental importance in organic chemistry. In this work, we have measured nucleophilicities of a series of substituted alkoxides in the gas phase. The functional group substitutions affect the nucleophiles through ion-dipole, ion-induced dipole interactions and through hydrogen bonding whenever structurally possible. This set of alkoxides serves as an ideal model system for studying nucleophiles under microsolvation settings. Marcus theory was applied to analyze the results. Using Marcus theory, we separate nucleophilicity into two independent components, an intrinsic nucleophilicity and a thermodynamic driving force determined solely by the overall reaction exothermicity. It is found that the apparent nucleophilicities of the substituted alkoxides are always much lower than those of the unsubstituted ones. However, ion-dipole, ion-induced dipole interactions, by themselves, do not significantly affect the intrinsic nucleophilicity; the decrease in the apparent nucleophilicity results from a weaker thermodynamic driving force. On the other hand, hydrogen bonding not only stabilizes the nucleophile but also increases the intrinsic barrier height by 3 to ~4 kcal mol-1. In this regard, the hydrogen bond is not acting as a perturbation in the sense of an external dipole but more directly affects the electronic structure and reactivity of the nucleophilic alkoxide. This finding offers a deeper insight into the solvation effect on nucleophilicity, such as the remarkably lower reactivities in nucleophilic substitution reactions in protic solvents than in aprotic solvents.
Synthesis of the marine compound (2R,5Z,9Z)-2-methoxyhexacosa-5,9-dienoic acid via a lipase-catalyzed resolution and a novel O-alkylation protocol
Kulkarni, Bheemashankar A.,Sharma, Anubha,Gamre, Sunita,Chattopadhyay, Subrata
, p. 595 - 599 (2007/10/03)
The title compound has been synthesized by a facile route starting from 4-pentyn-1-ol. The enantioselectivity was attained by a strategy involving a lipase-catalyzed acetylation of a solid-phase immobilized long chain α-hydroxy acid. Another important feature of the synthesis was the formulation of an efficient HgO-catalyzed O-methylation of the α-hydroxy acids which proceeded without any racemization. The alkylation protocol was also highly efficient for selective mono-methylation/benzylation of symmetrical diols.
Photochemical reactions of alkoxy-containing-alkyl phenylglyoxylates: Remote hydrogen abstraction
Hu, Shengkui,Neckers
, p. 1751 - 1754 (2007/10/03)
A series of alkoxy-containing-alkyl phenylglyoxylates have been synthesized and their photochemical reactions studied. The intention was to probe structural requirements for remote hydrogen abstraction. Products resulting from 1,10- and 1,11-hydrogen abstraction were isolated from the photochemical reactions of 4′-methoxybutyl phenylglyoxylate 3d and 5′-benzyloxypentyl phenylglyoxylate 3h respectively. Products resulting from Norrish Type II and intermolecular hydrogen abstraction reactions were also isolated. Triplet lifetimes of representative compounds were measured by laser flash photolysis.
Molecular dynamics of 1-decanol in solution studied by NMR copled relaxation and stochastic dynamic simulations
Liu, Fang,Horton,Mayne, Charles L.,Xiang, Tian-Xiang,Grant, David M.
, p. 5281 - 5294 (2007/10/02)
The 13C labeled 1-decanols at positions 1, 5 and 9 have been synthesized their dynamics in (CD3O-CD2CD2)2O, CD3CD2OD, and CD2Cl2 solvents have been studied by 13C-coupled relaxation methods. The expriments were performed oin the temperature range of 245-298 K. The data were fitted using the Redfield theory of nuclear relaxation to yield dipolar spectral densities to which transformed into Cartesian correlation times. The Cartesian correlation times obtained experimentally have a strong bearing on local anisotropic motion and suggest that the size of groups attached to a given carbon and also hydrogen bonding between 1-decanol and the various solvant moleculars have a profund effect on local segmenat motion. The hydrogn bond anchoring effect is apparently strongest near the hydrogen bonding site. The effect of solvant viscoleastic response, hydrogen bonding, and torsional forcs on the motion of Cartesian modes at different locations and end-to-end vectors in l-decanol are analyzed using both generalized (GLE) and ordinary Langevin equations (OLE) simulations. The asymmetry of Cartesian correlation as one moves away from the cahin center aries from the in the torsional potentials of the C-C-C-OH and C-C-C-C linkages at each end from a hydrogen bond anchoring effect at the first (C1). The stronger retardation effect at C1 observed in ethanol is found fom the GLE simulations to be mainly attributable to a large spatial blockage of the motion of the beads near-OH. For a by solute molcules with surrounded by solvent molecules with internal rotation, its motion is closely correlated with the solvent relaxation rate giving significantly reduced friction forces. Conversely, the local Cartesian relaxation for I-decanol in methylene choloride fails to correlate effectively with solvent relaxation and can be described satusfactorily by OLEs with δ-memory kernel. The contributions from overall tumbling and internal motion to the relaxation of local Cartesian modes and to the end-to-end vectors are analyzed by using calculated apparent activation energies.
Prostaglandins E and anti-ulcers containing same
-
, (2008/06/13)
The novel 13,14-dihydro-15-keto prostaglandins E of the invention have remarkable preventive effects against ulcers. Further, the novel 13,14-dihydro-15-keto-prostaglandins E of the invention have an advantage that they have none of side effects which prostaglandin E intrinsically has, or can remarakably reduce such effects of the prostaglandin E. Therefore, the novel 13,14-dihydro-15-keto prostaglandins E of the invention are effective for animal and human use for treatment and prevention of ulcers, such as duodenal ulcer and gastric ulcer.
PYRIDINE DERIVATIVES HAVING ANTI-ULCERATIVE ACTIVITY
-
, (2008/06/13)
Pyridine derivatives useful for preventing or treating peptic ulcers, pharmaceutical preparations and methods of treating peptic ulcers are described.