Month: April 2022

Synthetic Route of C9H13NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about Molecular Rectangle Formed by Head-to-tail Self-Assembly of 1-(Dipyrrin-2-yl)-1′-(dipyrrin-3-yl)methane. Author is Yang, Lanying; Zhang, Yi; Chen, Qingqi; Ma, Jin Shi.

1-(Dipyrrin-2-yl)-1′-(dipyrrin-3-yl)methane (I), the N-confused analog of biladiene-ac, was prepared by condensation of 2,3′-dipyrromethane with two mols. of 2-formylpyrrole in CH2Cl2 in the presence of HBr. Self-assembly of the ligand with Zn(II) in CH2Cl2 and MeOH offers a dinuclear dimeric complex with a ligand:metal ratio of 2:2. X-ray crystal structure anal. reveals two ligands bound through a head-to-tail pattern to two Zn centers to form a severely distorted helical conformation, which has the shape of a rectangle.

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Khobragade, Dushant A.; Mahamulkar, Shraddha G.; Pospisil, Lubomir; Cisarova, Ivana; Rulisek, Lubomir; Jahn, Ullrich published an article about the compound: Bromoferrocene( cas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25 ).Product Details of 1273-73-0. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1273-73-0) through the article.

A series of mono- and 1,1′-diheteroatom-substituted ferrocene derivatives as well as acylated ferrocenes was prepared efficiently by a unified strategy that consists of selective mono- and 1,1′-dilithiation reactions and subsequent coupling with carbon, phosphorus, sulfur and halogen electrophiles. Chem. oxidation of the ferrocene derivatives by benzoquinone, 2,3-dichloro-5,6-dicyanobenzoquinone, AgPF6, or 2,2,6,6-tetramethyl-1-oxopiperidinium hexafluorophosphate provided the corresponding ferrocenium salts. The redox potentials of the synthesized ferrocenes were determined by cyclic voltammetry, and it was observed that all new ferrocenium salts have stronger oxidizing properties than standard ferrocenium hexafluorophosphate. An initial application of selected derivatives in an oxidative bicyclization revealed that they mediate the transformation under considerably milder conditions than ferrocenium hexafluorophosphate. Quantum chem. calculations of the reduction potentials of the substituted ferrocenium ions were carried out by using a standard thermodn. cycle that involved the gas-phase energetics and solvation energies of the contributing species. A remarkable agreement between theory and experiment was found: the mean average deviation amounted to only 0.030 V and the maximum deviation to 0.1 V. This enabled the anal. of various phys. contributions to the computed reduction potentials of these ferrocene derivatives, thereby providing insight into their electronic structure and physicochem. properties.

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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 Palladium-catalyzed enantioselective Heck alkenylation of trisubstituted allylic alkenols: a redox-relay strategy to construct vicinal stereocenters, published in 2017, which mentions a compound: 1428537-19-2, Name is (R)-4-(tert-Butyl)-2-(5-(trifluoromethyl)pyridin-2-yl)-4,5-dihydrooxazole, Molecular C13H15F3N2O, Related Products of 1428537-19-2.

An enantioselective, redox-relay Heck alkenylation of trisubstituted allylic alkenol substrates with alkenyl triflates was developed to afford alkenyl aldehydes/ketones e.g., I. This process enabled the construction of vicinal stereocenters in high diastereo- and enantioselectivity and allowed the formation of enolizable α-carbonyl methyl-substituted stereocenters with no observed epimerization under the reported reaction conditions.

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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.Tennyson, Andrew G.; Khramov, Dimitri M.; Varnado, C. Daniel; Creswell, Philip T.; Kamplain, Justin W.; Lynch, Vincent M.; Bielawski, Christopher W. researched the compound: Bromoferrocene( cas:1273-73-0 ).Electric Literature of C10BrFe.They published the article 《Indirectly Connected Bis(N-Heterocyclic Carbene) Bimetallic Complexes: Dependence of Metal-Metal Electronic Coupling on Linker Geometry》 about this compound( cas:1273-73-0 ) in Organometallics. Keywords: indirectly connected bis heterocyclic carbene diiron preparation electronic coupling; linker geometry electronic coupling imidazolylidene azido isothiocyanato ferrocene; crystal mol structure electrochem redox imidazolylidene azido isothiocyanato ferrocene. We’ll tell you more about this compound (cas:1273-73-0).

Reaction of 1,1′,3,3′-tetra(tert-amyl)benzobis(imidazolylidene) (1) with 2 equivalent of FcN3 or FcNCS afforded bisadducts [(FcN3)2(1)] (2) or [(FcNCS)2(1)] (3), resp. (Fc = ferrocene). These represent the first examples of complexes comprising metals indirectly connected to the carbene atoms of N-heterocyclic carbenes (NHCs) via their ligand sets. Cyclic and differential pulse voltammetry indicated that bis(NHC) 1 facilitated significant electronic coupling between ferrocene centers in 2 (ΔE = 140 mV), but not in 3. The different degrees of electronic interaction are due to geometric factors: the triazene linker in 2 is nearly coplanar with the bis(NHC) scaffold, whereas the isothiocyanate linker is orthogonal, as determined by x-ray crystallog. Employing this “”indirect connection”” strategy should enable tuning of metal-metal interactions by simple alteration the organic linker between NHC and MLn fragments rather than complete redesign thereof. Given that NHC-reactive azide or isothiocyanate groups can be incorporated into both organic and inorganic compounds, this approach is envisioned to facilitate access to otherwise inaccessible catalysts and materials.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthetic sympatholytic substances in the ergotamine series. V. Some derivatives of 1,2,3,4-tetrahydroquinoline》. Authors are Chiavarelli, Stefano; Marini-Bettol, G. B..The article about the compound:1,2,3,4-Tetrahydroquinoline-3-carboxylic acidcas:114527-53-6,SMILESS:OC(=O)C1CNC2=CC=CC=C2C1).Recommanded Product: 114527-53-6. Through the article, more information about this compound (cas:114527-53-6) is conveyed.

cf. C.A. 46, 5602g. In connection with investigations aimed at establishing the relations between the chem. structure and biol. activity of compounds of the type of the alkaloids of Segale cornuta, it seemed of interest to study some 3-substituted derivatives of 1,2,3,4-tetrahydroquinoline (I), particularly since the structure of I is found in the lysergic acid mol. By a modification of the method of Gilman and Spatz (C.A. 35, 5495.2), 83 g. 3-quinolinecarboxylic acid (II), m. 275-6°, was obtained by refluxing 108 g. 3-cyanoquinoline (III) and 20% aqueous NaOH 2 hrs. The Na salt of II (25 g.) in 200 cc. water and 5 g. Raney Ni, hydrogenated 2 hrs. at 150° and 120 atm., filtered, the filtrate concentrated, acidified with HCl (d. 1.17) (to Congo red), and the precipitate purified by dilute EtOH yield 14 g. 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (IV), m. 236°, which with NH4OH yields the free acid, m. 145-6° (from EtOH). IV (0.2 g.) in 3 cc. anhydrous C5H5N and 1.6 g. Ac2O, refluxed 10 min., poured when cool into 10 cc. water + 6 cc. HCl, allowed to stand, and the precipitate purified by EtOH, yield the 1-Ac derivative, C12H14O2N, straw-colored, m. 152°. A suspension of 100 g. III in 1400 cc. MeOH refluxed 10 hrs. in a current of HCl gas (III.HCl forms first), most of the MeOH distilled, the residue poured into 3 l. ice-water, made alk. with K2CO3, kept ice-cold several hrs., and the precipitate purified by MeOH, yields 82 g. of Me 3-quinolinecarboxylate (V), m. 73-4°. V (36 g.) in 300 cc. MeOH with 5 g. Pd-C, hydrogenated at 60-65° under 90 atm., filtered, concentrated in vacuo, and allowed to stand, yields Me dihydro-3-quinolinecarboxylate (VI), m. 134-5°, is strongly fluorescent in Wood light (both solid and in solution), reduces neutral AgNO3 solution, is oxidized by dilute KMnO4; picrate, m. 187-9°. V (2 g.) in 50 cc. MeOH with 2 g. Raney Ni, hydrogenated 3 hrs. at 110° under 100 atm., filtered, and distilled at 115° (0.1 mm.); or 5 g. VI in 100 cc. MeOH with 4 g. Raney Ni and 1 g. 10% Pd-C, hydrogenated at 100° under 100 atm., and the product filtered, concentrated, and distilled in vacuo, yields the 1,2,3,4-tetrahydro derivative (VII), of VI, viscous oil, b0.3 124°. With HCl, it forms an HCl salt, m. 181-4°, and with picric acid a picrate, m. 151-3°. VII (1 g.) and 5-8 cc. concentrated HCl, heated in a sealed tube 3 hrs. at 100°, and the product purified by dilute EtOH, yield 1,2,3,4-tetrahydro-3-quinolinecarboxylic acid-HCl (VIII), m. 234°. N,N-Diethyl-3-quinolinecarboxamide (IX) (10 g.) in 100 cc. MeOH with 3 g. 10% Pd-C, hydrogenated 3 hrs. at 60° under 90 atm., filtered, concentrated, and the precipitate purified by EtOH, yields 1,2,3,4-tetrahydro derivative (X), m. 132-3°, forming with HCl a HCl salt, m. 160-1°. Hydrolyzed like VII, X yields VIII, m. 235-6°. 3-Aminoquinoline (XI) (144 g.) in 400 cc. tetrahydronaphthalene with 15 g. Raney Ni, hydrogenated at 55° under 90 atm., filtered, distilled in vacuo, and the residue rectified in vacuo, yields 127 g. crude product, b8 160-6°, which, fractionated and the fractions b. above 164° distilled in vacuo (0.8 mm.) at 250°, yields the 1,2,3,4-tetrahydro derivative (XII), m. 57°; picrate (from anhydrous EtOH), m. 205-6°; HCl salt (from EtOH by addition of Et2O), sinters 240°, m. 250°, turns violet by oxidation in air. XII oxidizes easily on exposure to air and light, and shows triboluminescence when rubbed with a wooden spatula. Benzoylated by the Schotten-Bauman method, XII gives a di-Bz derivative, C23H20O2N2, m. 201° (from EtOH). The distillation residue of XII (a fraction, b0.8 250°), fractionated further, gives a fraction, b0.4 234°, 3,3′-iminobis(1,2,3,4-tetrahydroquinoline) (XIII), very viscous resinous oil. With HCl, it forms a HCl salt (XIV), m. 254°, and with picric acid a picrate, m. 190-2°. In aqueous HCl solution, XIV gives with aqueous NaNO2 a yellow precipitate, which, purified by EtOH, yields the nitroso derivative, C18H18O3N6, m. 156°. Et2SO4 (9 cc.), added during 1 hr. to 15 g. XII in 200 cc. anhydrous Me2CO and 16 g. K2CO3, the mixture refluxed 6 hrs., filtered, evaporated, excess 20% aqueous NaOH added, the solution extracted with Et2O, the extract dried by K2CO3, evaporated, and the residue distilled in vacuo, yields 3-ethylamino-1,2,3,4-tetrahydroquinoline, b0.1 110-13°; picrate (from anhydrous EtOH), m. 198°. Et2SO4 (28 cc.), added during 1 hr. to 15 g. XII in 300 cc. anhydrous Me2CO and 48 g. K2CO3, the mixture refluxed 8 hrs., and the foregoing procedure followed, yields 3-diethylamino-1-ethyl-1,2,3,4-tetrahydroquinoline, b0.4 116°; picrate, m. 103-4°; HCl salt, very hygroscopic. The ultraviolet absorption spectra of II, IV, V, VI, VII, IX, X, XI, and XII are reproduced.

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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 The special features of the thermal oxidative destruction of isomeric dipyrrolylmethanes, published in 2006, which mentions a compound: 2199-44-2, Name is Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, Molecular C9H13NO2, SDS of cas: 2199-44-2.

3,3′,4,4′-Tetramethyl-5,5′-dicarbethoxydipyrrolylmethane-2,2′ and its α,β and β,β isomers were synthesized. The compounds were characterized by recording their proton NMR spectra. The thermal oxidative destruction of the compounds was studied thermogravimetrically. The results were used to determine the temperature and enthalpy characteristics of fusion and the temperatures of the beginning and maxima of the exothermic effects of the destruction of dipyrrolylmethanes in air oxygen. The thermal stability of dipyrrolylmethanes was found to be primarily determined by mol. isomerism and increase for sym. substituted α,α- and β,β-dipyrrolymethanes compared with the α,β isomer.

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Yu, Xiang-hao; Yang, Nian-fa; Cao, Jing published an article about the compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate( cas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC ).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:2199-44-2) through the article.

The synthesis of 2-(ethoxycarbonyl)-3,4-dimethylpyrrole (I) was studied. A series of substituted 2-(ethoxycarbonyl)pyrrole was prepared by reaction of oxo olefin salt with di-Et aminomalonate. For example, refluxing MeCOCMe:CHONa with di-Et aminomalonate in aqueous HOAc for 2 h gave 35% I.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1273-73-0, is researched, Molecular C10BrFe, about Crystal and molecular structure of the complex boron triferrocenyl-pyridine, the main research direction is crystal structure trisferrocenylboron pyridine complex; mol structure trisferrocenylboron pyridine complex; ferrocenylboron pyridine complex structure.Quality Control of Bromoferrocene.

X-ray study of the title tris(ferrocenyl)boron pyridine complex confirms that in the solid state its structure is similar to that inferred from chem. and spectroscopic evidence. The B atom is coordinated by 3 ferrocenyl groups and a pyridine ring in a distorted tetrahedral array. The mol. has a nearly 3-fold axis normal to the plane defined by the ferrocenyl groups. The B-N distance of 1.656 (5) Å is larger than that obtained for other compounds studied. The pyridine and cyclopentadienyl rings are planar. The H atoms of the cyclopentaidenyl rings are displaced significantly toward their corresponding Fe atom. The mols. in the crystal are packed at normal van der Waals distances. No unusually short intermol. contacts are noted.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1273-73-0, is researched, Molecular C10BrFe, about Measurements of structural and quadrupole coupling parameters for bromoferrocene using microwave spectroscopy, the main research direction is ferrocene bromo microwave spectroscopy; quadrupole coupling bromoferrocene; rotational spectra bromoferrocene; mol structure bromoferrocene.Application of 1273-73-0.

Rotational spectra for two isotopomers of bromoferrocene were measured using pulsed-beam Fourier transform microwave spectroscopy. Transitions were observed for the 79Br and 81Br isotopomers in the 5-9 GHz range. Rotational constants and the quadrupole coupling tensors were obtained. The rotational constants and quadrupole coupling parameters for 79Br are A = 1272.110(1), B = 516.1125(2), C = 441.3775(2), eQqaa=267.16(3), eQqab=-409.81(4), and eQqbb=21.49(4), and those for 81Br are A = 1271.045(4), B = 510.0079(2), C = 436.7687(2), eQqaa=225.40(6), eQqab=-341.62(4), and eQqbb=15.65(4). The measured rotational constants were used to determine the following structural parameters of bromoferrocene: r(Fe-(C5H5))=1.63(2), r(Fe-(C5H4Br))=1.67(3), r(C-Br)=1.875(11), and r(C-C)=1.433(1) A. The values of the quadrupole coupling parameters in the principal quadrupole axis systems and the C-Br bond axis systems are compared with similarly derived parameters for chloroferrocene, chlorobenzene, and bromobenzene. Previous data for chloroferrocene was reanalyzed to obtain refined quadrupole parameters.

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Recommanded Product: Bromoferrocene. 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. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Synthesis of perfluoroalkylthio-substituted ferrocenes.

Mono- and bis(trifluoromethylthio)-substituted and perfluorooctanesulfonylferrocene derivatives were prepared by nucleophilic substitution reactions on the ferrocene core. Thus, Hg(SCF3)2 was activated in situ by Cu and used for nucleophilic displacement reactions of bromide. Trifluoromethylsulfonylferrocene was not accessible by this method. The reaction of lithioferrocene with trifluoromethylsulfonyl chloride gave chloroferrocene in small yield, presumably due to the high lattice energy of solid LiF. On the other hand, the known trifluoromethylferrocene was obtained as the only isolable compound from the photochem. reaction of CF3SSCF3 with ferrocene. The same product was detected in small amounts in the reaction of chloromercuryferrocene with trifluoromethylsulfonyl chloride. It thus appears that most established methods for trifluoromethylation of purely organic compounds fail for ferrocene due to concurring redox reactions. The new compounds have been comprehensively characterized by elemental analyses, NMR and IR spectroscopy, mass spectrometry, and electrochem. The SCF3 group appears to be almost as electron-withdrawing as a trifluoromethyl group on the ferrocene core.

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