Reaction of 3-amino-1,2,4-triazine (3-atz) or 2-aminopyrazine (2-apz) with Cu(hfac)2·xH2O led to the formation of the monometallic and trimetallic complexes Cu(hfac)2(3-atz)2 (1), Cu3(hfac)6(3-atz)2 (2), Cu(hfac)2(2-apz)2 (3) and Cu3(hfac)6(2-apz)2 (4). The azine molecules behave as both monode...
The structure, and vibrational spectra of an important heteroaromatic compound, 3-amino-1,2,4-triazine (3-atz), have been calculated by using B3LYP/6-311++G(d,p) method in the gas phase and in various solvents. Solvent effects have been analyzed by using the self-consistent reaction field (SCRF)...
A rapid liquid chromatography–mass spectrometry method to detect 3-amino-1,2,4-triazine (ATZ) in milk was developed as part of a programme to set up methods for detecting the economically motivated adulteration of raw milk with nitrogen-containing compounds. When ATZ was added to unpasteurised ...
ZusammenfassungEs wurden 25 5-Alkyl, 5,5-Dialkyl-, 2,2-Dimethyl-5-alkyl- und 2,2,5-Trimethyl - 5 - alkyl - 4 - methyl - 1,3 - dioxane dargestellt. Zwanzig Vertreter wurden in Isomere getrennt. Es wird gezeigt, dass die Reduktion der Alkylacetessigsäureäthylester zu 2-substituierten Butandiolen-1...
The reaction of cis-2-methoxy-4-methyl-1,3-dioxane (4) with Grignard reagents proceeds in a totally regioselective manner via rupture of the less congested C(2)O(1) bond remote from the 4-methyl substituent. The analogous r-2-methoxy-cis-4,cis-6-dimethyl-1,3-dioxane (2) is totally inert to the...
A series of novel 1,3-dioxane-2-carboxylic acid derivatives containing alkyl chain tether and substituted phenyl group as a lipophilic tail have been prepared as agonists of PPARα and γ. c-5-[6-(4-Methanesulfonyloxyphenyl)hexyl]-2-methyl-1,3-dioxane-r-2-carboxylic acid 13c exhibited potent hyp...
The symmetric dinucleophile, 1,1-bis((trimethylsilyl)methyl)ethene, was used as a linchpin to join two different 4-acetoxy-1,3-dioxanes. These couplings produce anti-diols, and were used to prepare a segment of the roflamycoin polyol. The anti-diol selectivity normally observed on coupling 4-ace...
The penicillin acylase (PA) from E. coli catalyzes the hydrolytic kinetic resolution of methyl 2,2-dimethyl-1,3-dioxane-4-carboxylate with remarkably high enantioselectivity and catalytic efficiency. This result is highly unusual as this ester does not contain the phenylacetic acid residue, norm...
The presence of an easy removable cyano group in position 4 of 3-chloropyridazines increased significantly their reactivity towards nucleophiles including α-aminoacids.
The synthesis and properties of rhodium(I) complexes of formulae [“RhCl(diolefin)”2(L)] (or [Rh(Cl(diolefin)(L)]), and [Rh(diolefin)(L)]n(ClO4)n are reported. These complexes react with carbon monoxide to yield the related carbonyl derivatives. Ligands used were pyridazine, 4,6-dimethyl-pyrimi...
Starting from the commercially available 3-amino-6-chloropyridazine, 3-amino-6-arylpyridazines were prepared in good yields by means of a Suzuki cross-coupling reaction avoiding the somewhat lengthy four-step classic synthesis.
Various 3-amino-, 3-aryloxy- and alkoxy-6-arylpyridazines have been synthesized by an electrochemical reductive cross-coupling between 3-amino-, 3-aryloxy- or 3-alkoxy-6-chloropyridazines and aryl or heteroaryl halides. In vitro antiproliferative activity of these products was evaluated against ...
The homolytic substitution of protonated 3-chloro-6-methylpyridazine 1a, followed by hydrolysis with AcOH affords 4- or 4,5-functionalized pyridazinones 3a-c. Less reactivity is found for 3-chloro-6-phenylpyridazine 1b. Hypotheses about these different behaviour patterns are proposed and discussed
The thiocarbonyl donor 2,6-dimethyl-4H-pyran-4-thione (DMTP) forms with zinc(II) and cadmium(II) halides complexes of general formulae [M(DMTP)2X2] and [M(DMTP)X2]n (MCd or Zn; Xhalide). The compounds have been characterized by IR and proton NMR spectroscopy. The crystal structure of [Zn(DMT...
The gas-phase i.r. spectrum of 4H-pyran-4-thione has been recorded by a Nicolet 7199 FTIR spectrometer and interpreted using a general valence force field calculated quantum mechanically at the ab initio level with a split valence 4–21 basis. The theoretical ab initio force field was scaled usi...
The 3A2(nπ∗)→X1A1 phosphorescence excitation spectrum of jet-cooled 4H-pyran-4-thione (PT) was investigated in the region of the 1A1(ππ∗)←X1A1 absorption band between 27 300 and 28800cm−1. The spectrum exhibits complex features, which are typical for the (strong) vibronic coupling case of t...
The spectra, phosphorescence quantum yields and triplet lifetimes of 4H-pyran-4-thione (PT) in fluid solution at room temperature have been measured. In inert perfluoroalkane solvents at 293 K, the phosphorescence quantum yield of PT is 0.33 on excitation to S2 and 0.47 on direct excitation to T...
The T1←S0 absorption spectrum of 4H-pyran-4-thione (PT) was measured in a static cell at room temperature (550–620 nm) and in a seeded cold supersonic jet (580–600 nm) using the cavity ring-down (CRD) method. In the static cell absolute extinction coefficients were determined between 573 and ...
Photolysis of 2,6-diphenyl-4H-pyran-4-thione and 2,6-diphenyl-4H-thiopyran-4-thione resulted in desulfurization and furnished 2,2′,6,6′-tetraphenyl-4,4′-di(pyranylidene) and 2,2′,6,6′-tetraphenyl-4,4′-di(thiopyranylidene) as the products. The mechanism was studied by quantum yield measurem...
The intersystem crossing channels of gaseous 4H-pyran-4-thione were investigated using the CASSCF//TD-B3LYP methods and group theory. Calculated results show that phosphorescence and nonradiative decay via intersystem crossing to the S0 state are simultaneous processes occurring at the T1 state....
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