Day: April 19, 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of bicyclo[4.2.0]octane-7,8-diol, a derivative of “”cycloöctatetraene dichloride””》. Authors are Cope, Arthur C.; Herrick, Elbert C..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Butadiene (0.6-0.8 l./min.) was passed into 500 cc. dry warmed C6H6 containing 196 g. maleic anhydride and heating discontinued when the temperature reached 50°; the absorption of gas gradually slowed and was stopped in 2-2.5 hrs., and the mixture allowed to stand overnight, yielding 281.5-94.5 g. cis-Δ4-tetrahydrophthalic anhydride (I), m. 103-4°. I (228 g.), 525 cc. com. absolute EtOH, and 2.5 g. p-MeC6H4SO3H were refluxed 12-16 hrs., the EtOH removed by 2 azeotropic distillations with PhMe, the residue cooled, 200 cc. ether added, and the ether extract dried, yielding 280-92 g. cis-di-Et Δ1-tetrahydrophthalate (II), b5 129-31°, n23D 1.4610; the same procedure yielded 239 g. di-Me ester (III), b5 120-2°, n25D 1.4700. Hydrogenation of 226 g. II with 0.5 g. prereduced Adams catalyst in 20 cc. absolute EtOH or 1 g. 1% Pd-on-C without solvent at 30-15 lb./sq. in. for 3-5 hrs. yielded 215-19 g. cis-hexahydrophthalate (IV), b9 130-2°, n25D 1.4510; hexahydro compound from III, b5 110-12°, n25D 1.4570. In the following preparation all materials and apparatus were carefully dried; the original paper should be consulted for details. IV (76 g.) in 2130 cc. xylene was added during 45.5 hrs. to 1 l. refluxing xylene containing 31.3 g. Na, the mixture cooled in an ice-salt bath, 1.5 l. xylene siphoned off and discarded, 78.5 cc. AcOH in 500 cc. ether added during 30 min., the NaOAc filtered off and extracted with ether, and the ether and xylene distilled off in vacuo, yielding 1.1 g. bicyclo[4.2.0]octan-7-ol-8-one (VI), m. 178-84.5° (from EtOH); fractionation of the residue from the ether filtrate yielded 5.7 g. VI, n25D 1.4992, d254 1.1218, MRD calculated 36.66, found 36.71. The following derivatives of VI were prepared and purified by chromatography: 3,5-dinitrobenzoate, m. 131-2° (from methylcyclohexane); p-phenylazobenzoate, m. 138-9° (from hexane); 2,4-dinitrophenylosazone, m. 248.5-57.5° (from EtOAc); the residue yielded an uninvestigated compound, m. 152.5-3.5°. VI (1.89 g.) reduced at atm. pressure in 40 cc. absolute EtOH with 2 g. W-7 Raney Ni yielded 0.315 g. trans-bicyclo[4.2.0]octane-7,8-diol (VII), m. 140.5-1.5°. VII (0.043 g.) and 0.326 g. p-PhN2C6H4COCl (VIII) refluxed 11 hrs. with 10 cc. pyridine yielded 0.132 g. bis(p-phenylazobenzoate), m. 174.8-5.8° (from methylcyclohexane). Concentration of the hexane solution from VII and distillation of the residue yielded 5% cis-bicyclo compound (IX), m. 71.5-3.5°; VIII derivative, m. 165-6°. Addnl. evidence for the structure of IX and VII was obtained from their effect on the pH of 0.1 M boric acid.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Improved synthesis of cis-Δ4-tetrahydrophthalic anhydride and cis-hexahydrophthalic acid》. Authors are Jenkins, Edward F.; Costello, Edward J..The article about the compound:cis-Cyclohexane-1,2-dicarboxylic acidcas:610-09-3,SMILESS:O=C([C@H]1[C@@H](C(O)=O)CCCC1)O).COA of Formula: C8H12O4. Through the article, more information about this compound (cas:610-09-3) is conveyed.

Maleic anhydride (1 mole) in 150 ml. C6H6, cooled to 5°, 54 g. liquid (CH2:CH)2 added, and the mixture heated to 115° (within 15 min. the temperature rises to 145° and the pressure to 11 atm.) and allowed to stand overnight, gives 90% cis-Δ4-tetrahydrophthalic anhydride (I), m. 103-4°. I (30.4 g.) in 150 ml. AcOH, hydrogenated 0.5 hr. over 200 mg. Pt oxide at room temperature and 4.5 atm., and the mixture boiled with H2O, gives 90% cis-hexahydrophthalic acid, m. 190-1°.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Zinc(II) and cadmium(II) complexes with mixed 1,3-di(1H-imidazol-4-yl)benzene and cyclohexanedicarboxylate ligands: Synthesis, structure and property, the main research direction is preparation polymeric zinc cadmium cyclohexanedicarboxylate imidazolylbenzene complex; crystal structure polymeric zinc cadmium cyclohexanedicarboxylate imidazolylbenzene complex; thermal decomposition polymeric zinc cadmium cyclohexanedicarboxylate imidazolylbenzene complex; luminescence polymeric zinc cadmium cyclohexanedicarboxylate imidazolylbenzene complex.Application In Synthesis of cis-Cyclohexane-1,2-dicarboxylic acid.

Eight new coordination polymers Zn(L)(cis-1,2-CHDA)| (1), Zn(L)(trans-1,3-CHDA)|·2.5H2O (2), Zn(L)(cis-1,3-CHDA)|·H2O (3), Cd(L)(cis-1,2-CHDA)|·3H2O (4), Cd2(L)2(cis-1,2-CHDA)2|·3H2O (5), Cd(L)(cis-1,3-CHDA)|·H2O (6), Cd(L)(cis-1, 4-CHDA)|·5H2O (7) and Cd(L)(cis-1,4-CHDA)| (8) were synthesized by reactions of corresponding metal salt with 1,3-di(1H-imidazol-4-yl)benzene (L) and different carboxylic acids such as 1,2-cyclohexanedicarboxylic acid (1,2-H2CHDA), 1,3-cyclohexanedicarboxylic acid (1,3-H2CHDA) and 1,4-cyclohexanedicarboxylic acid (1,4-H2CHDA), resp. The results of crystal structure anal. revealed that 4, 7 and 8 are chains, 1, 3, 5 and 6 are (3)-connected 2D networks with Point (Schlaefli) symbol of (63), while 2 is a (3,3)-connected 2D network with Point (Schlaefli) symbol of (44,62). Thermal stability and photoluminescence of the complexes were investigated. Furthermore, DFT calculations were carried out on 2-5, and 7 and 8 to discuss the temperature dependent reaction of the complexes.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3326-71-4, is researched, SMILESS is O=C(C1=CC=CO1)NN, Molecular C5H6N2O2Journal, Russian Journal of Organic Chemistry called Modification of Monocarboxylic Acid Hydrazides with Tropylium Salts, Author is Yunnikova, L. P.; Esenbaeva, V. V., the main research direction is hydrazide tropylium salt modification.Application In Synthesis of 2-Furoic hydrazide.

Nicotinic, isonicotinic, and furan-2-carboxylic acid hydrazides reacted with 2 equiv of tropylium perchlorate or tetrafluoroborate to give the corresponding N’N’-di(cyclohepta-2,4,6-trein-1-yl) derivatives as a result of electrophilic substitution of both hydrogen atoms in the primary amino group. The reaction of furan-2-carbohydrazide with an equimolar amount of tropylium salt gave N’-(cyclohepta-2,4,6-trien-1-yl)furan-2-carbohydrazide.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: cis-Cyclohexane-1,2-dicarboxylic acid(SMILESS: O=C([C@H]1[C@@H](C(O)=O)CCCC1)O,cas:610-09-3) is researched.Quality Control of 6-Aminonicotinamide. The article 《The ionization of aliphatic dicarboxylic acids in water》 in relation to this compound, is published in Journal of Solution Chemistry. Let’s take a look at the latest research on this compound (cas:610-09-3).

Potentiometric, calorimetric, and dilatometric data on the ionization of several saturated dicarboxylic acids in water at 25° are reported. A correlation is attempted between structure and thermodn. evidences for the two dissociation stages of the diacids considered, in particular in terms of the propensity toward intramol. H bond formation of some singly ionized species.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Prabakaran, G.; Manivarman, S.; Bharanidharan, M. researched the compound: 2-Furoic hydrazide( cas:3326-71-4 ).Product Details of 3326-71-4.They published the article 《Catalytic synthesis, ADMET, QSAR and molecular modeling studies of novel chalcone derivatives as highly potent antioxidant agents》 about this compound( cas:3326-71-4 ) in Materials Today: Proceedings. Keywords: chalcone derivative antioxidant agent. We’ll tell you more about this compound (cas:3326-71-4).

A series of (E)-3-(3-(5-chlorothiophen-2-yl)-1-(furan-2-carbonyl)-2,3-dihydro-1H-pyrazol-4-yl)-1-(substituted)prop-2-en-1-one derivatives 5a-c was synthesized from the reaction of 3-(5-chlorothiophen-2-yl)-1-(furan-2-carbonyl)-2,3-dihydro-1H-pyrazole-4-carbaldehyde (2) with various substituted acetophenes by the use of TiO2-ZnS in ethanol under reflux conditions. All are structurally supported by IR spectrum and the basic testing and screening, and find that compounds 5a are potential antioxidants for their in vitro-antioxidant activity against DPPH. The results in vitro were compared with the results of the mol. docking, ADMET, QSAR and bioactivity study and it was found that the results were observed in good correlations with in vitro anti-oxidant results in silicon binding affinities. The anal. of mol. dockings revealed the interactions between the synthesized ligands and protein tyrosine kinase (2HCK) amino acid residues and has a strong hydrogen connexion to this enzyme.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Safety of Methyl tetrahydrofuran-2-carboxylate. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Methyl tetrahydrofuran-2-carboxylate, is researched, Molecular C6H10O3, CAS is 37443-42-8, about A scalable chemoenzymic preparation of (R)-tetrahydrofuran-2-carboxylic acid. Author is Fujima, Yoshito; Hirayama, Yoshihiro; Ikunaka, Masaya; Nishimoto, Yukifumi.

To develop a practical scalable approach to (R)-tetrahydrofuran-2-carboxylic acid (I), a chiral building block for furopenem, enantioselective hydrolysis of its esters is explored: When Et (±)-tetrahydrofuran-2-carboxylate (II, 2 M, 288 g/L) is digested by an Aspergillus melleus protease {0.2% (w/v)} in a 1.5 M potassium phosphate buffer (pH 8) for 20 h, enantioselective hydrolysis proceeds with E = 60 to give I in 94.4% ee. On separation from the leftover antipodal (S)-II by partition, I is treated with dicyclohexylamine in Me Et ketone/methanol (5:1) to precipitate the crystalline salt that contains I of >99% ee in 22% overall yield from II.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

Name: cis-Cyclohexane-1,2-dicarboxylic acid. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: cis-Cyclohexane-1,2-dicarboxylic acid, is researched, Molecular C8H12O4, CAS is 610-09-3, about Solvolytic reactions of cyclic anhydrides in anhydrous acetic acid. Author is Haddadin, M. J.; Higuchi, T.; Stella, V..

The reversible reactions of several cyclic anhydrides with HOAc to form Ac2O and the corresponding dicarboxylic acid, catalyzed by HClO4 at 25°, were studied. The equilibrium constants calculated from spectral data, were 4.85 × 10-4, 1.08 × 10-1, and 4.6 × 10-1 M for succinic, trans-1,2-cyclohexanedicarboxyllic, and glutaric anhydrides, resp. Maleic, phthalic, and cis-1,2-cyclohexanedicarboxylic anhydrides did not undergo any detectable reaction with HOAc under these conditions, suggesting still higher stability. The reverse rate constants were relatively independent of the structure of the attacking diacid, while the forward rate constants were found to parallel the equilibrium constants The rate-determining step for the forward reaction appears to be the breakdown of the tetrahedral intermediate formed by the attack of HOAc mol. on the protonated cyclic anhydride.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Bulky Diarylammonium Arenesulfonates as Selective Esterification Catalysts, published in 2005-03-30, which mentions a compound: 37443-42-8, Name is Methyl tetrahydrofuran-2-carboxylate, Molecular C6H10O3, Quality Control of Methyl tetrahydrofuran-2-carboxylate.

More environmentally benign alternatives to current chem. processes, especially large-scale, fundamental reactions such as ester condensations, are highly desirable for many reactions. Bulky diarylammonium pentafluorobenzenesulfonates and tosylates serve as extremely active dehydration catalysts for the ester condensation reaction of carboxylic acids with equimolar amounts of sterically demanding alcs. and acid-sensitive alcs. Typically, the esterification reaction is performed in heptane by heating at 80 °C in the presence of 1 mol % of the catalyst without removing water. Esterification with primary alcs. proceeds without solvents even at room temperature Furthermore, 4-(N-mesitylamino)polystyrene resin-bound pentafluorobenzenesulfonate can be recycled more than 10 times without activity loss.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Facile synthesis, characterization, nucleic acid interaction and photoluminescent properties of (E)-furan-2-yl(2-(2-hydroxybenzylidene)hydrazinyl) methaniminium and its Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes, published in 2019-02-15, which mentions a compound: 3326-71-4, mainly applied to transition metal furanyl hydroxybenzylidene hydrazinylmethaniminium complex preparation photoluminescence; DNA binding transition metal furanyl hydroxybenzylidene hydrazinylmethaniminium complex; EPR spectra transition metal furanyl hydroxybenzylidene hydrazinylmethaniminium complex, Recommanded Product: 3326-71-4.

The present work describes the synthesis of novel (E)-furan-2-yl(2-(2-hydroxybenzylidene)hydrazinyl) methaniminium in water/methanol(3:1) mixture, water acting as catalyst and also solvent to expedite reaction rate with high yield. In which, amine exchange and condensation reaction takes place between N-salicylidene aniline and furanoic acid hydrazide at one step. The structural characterization of prepared ligand was carried out by single crystal x-ray diffraction, elemental anal. and spectroscopy (UV-visible, FTIR and NMR) techniques. The single crystal x-ray diffraction result indicates that the ligand crystallizes in orthorhombic system with Pca21 space group. Further, Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) complexes of ligand were prepared Complexes were analyzed by elemental anal., magnetic susceptibility and spectroscopy (UV-visible, FTIR and ESR) studies. The DNA binding studies of synthesized compounds were carried out and results suggest that, ligand L and its transition metal complexes 1-6 were binding to CT-DNA through intercalation. It was confirmed by intrinsic binding constant value in the order of 106 M-1. The fluorescence properties of ligand L and its metal complexes 1-6 were investigated; ligand showed broad emission spectra in the visible region and its metal complexes exhibited emission spectra in the blue to red.

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Reference:
Benzisoxazole – Wikipedia,
Benzisoxazole – an overview | ScienceDirect Topics