Month: April 2022

Synthetic Route of C9H13NO2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate, is researched, Molecular C9H13NO2, CAS is 2199-44-2, about The influence of isomerism on the enthalpies of solution of dipyrrolylmethanes. Author is Berezin, M. B.; Guseva, G. B.; Semeikin, A. S.; V’yugin, A. I.; Smirnov, A. V..

The enthalpies of solution of 3,3′,4,4′-tetramethyl-5,5′-dicarbethoxydipyrrolylmethane-2,2′ and its α,β- and β,β isomers in organic solvents of various natures were measured calorimetrically at 298.15 K. The enthalpies of transfer of the compounds from benzene into chloroform, pyridine, dimethylsulfoxide, and DMF were calculated Pyridine, DMSO, and formamide (proton acceptor solvents) specifically solvated the NH groups of dipyrrolylmethanes. Solvation interactions could be sterically complicated depending on the type of the isomer.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Porphyrins. VI. The relative reactivities of substituted pyrroles》. Authors are Badger, G. M.; Harris, R. L. N.; Jones, R. Alan.The article about the compound:Ethyl 3,5-Dimethyl-2-pyrrolecarboxylatecas:2199-44-2,SMILESS:O=C(C1=C(C)C=C(C)N1)OCC).Safety of Ethyl 3,5-Dimethyl-2-pyrrolecarboxylate. Through the article, more information about this compound (cas:2199-44-2) is conveyed.

The comparative reactivities of a series of substituted pyrroles was examined by use of the diazo-coupling reaction and the Ehrlich reaction. The method used was that of Treibs and Fritz (CA 52, 13705g), but some modifications were introduced, p-AcNHC6H4N2Cl was used instead of p-PhNHC6H4N2Cl, and PhN2Cl and 2,4,6-Br3C6H2N2OAc were included to improve the accuracy of classification. Six aryldiazonium salts (I-VI) were used. With I-IV the reaction was carried out by mixing an alc. solution of the pyrrole (5 mL. 1.5 × 10-3M) with an aqueous solution of the diazonium salt (0.15 mL., 5 × 10-2M) and with V-VI an HOAc solution of the pyrrole was mixed with an HOAc solution of the Na salt of the anti-diazotate, both with and without the addition of HCl (0.15 mL., 2N). Tests were carried out at pH 3, 5, and 7 with the following pyrroles (substituents given): 3-Me; 2,4-Me2; 3-CO2Et; 2,4-Me2, 3-CO2Et; 2-Z, 3-Me, 4-CO2Et; 2-Q, 3-Me, 4-Ac; 3-CO2Et, 4-Me; 3-Ac, 4-Me; 2-CO2Et, 3,4-Me2; 2-CO2Et, 3,5-Me2; 2-CO2Et, 3,5-Me2; 2-CO2Et, 3-CH2CH2CO2Et, 5-Me; 2-CO2Et; 2-CH:C(CN)2, 3,4-Me2; 2-CH:C(CN)2, 3-CH2CH2-CO2Et, 4-Me; 2-CH:C(CN)2, 4-Me; 2-CH:C(CN)2, 3-Me; and 2-CH:C(CN)2. The results showed that the dicyanovinyl group exerted a very pronounced deactivating influence on pyrroles. The dicyanovinyl group was much more deactivating than an ethoxycarbonyl group. Most of the pyrroles used were prepared earlier. Other pyrroles were prepared as follows: A solution of 50 g. 2-carboxy-3-ethoxycarbonyl-4-methylpyrrole in ethanol-amine was refluxed 1 h. and poured into 1 l. H2O, the mixture extracted 24 h. with ether, and the aqueous solution acidified with dilute HCl to give 36 g. 2-carboxy-3-(2-hydroxyethylcarbonyl)-4-methylpyr-role (VII), m. 219° (decomposition) (EtOH). VII (2.5 g.) in 10 mL. 25% aqueous NaOH was heated 15 h. in a sealed tube at 140-50°, the mixture extracted with ether, and the extract dried and evaporated to yield 0.67 g. 3-methylpyrrole (VIII), b. 142-3°. Formylation of VIII by the Vilsmeier-Haack method at 0° yielded 2-formyl-3-methylpyrrole (IX), m. 92°. Condensation of 0.1 g. IX with 0.05 g. malononitrile in a few drops MeOH and I drop Et2NH yielded 2-(-dicyanovinyl)-3-methylpyrrole, m. 194.5-5.5° (decomposition) (MeOH). A mixture of 1 g. 2-ethoxycarbonyl-3,4-dimethylpyrrole, 1 mL. EtOH, and 10 mL. 10% aqueous KOH was refluxed 90 min. and the solution cooled and brought to pH 5-6 (HOAc) to yield 0.8 g. 2-carboxy-3,4-dimethylpyrrole (X). Refluxing 5 g. X and 5 mL. ethanolamine 1 h. and working up the mixture yielded 2.56 g. 3,4-dimethylpyrrole (XI), b760 164-6°, m. 32-3°. Formylation of XI (as in VIII) yielded 2-formyl-3,4-dimethylpyrrole (XII), m. 129-30°. XII was converted into 2-(-dicyanovinyl)-3,4-dimethylpyrrole by the method of Fischer and Hoefelman (CA 32, 33894).

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Product Details of 63352-97-6. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-(7-Bromo-1H-indol-3-yl)acetic acid, is researched, Molecular C10H8BrNO2, CAS is 63352-97-6, about Molecular recognition of indole derivatives by polymers imprinted with indole-3-acetic acid: A QSPR study. Author is Porobic, Ivana; Kontrec, Darko; Soskic, Milan.

Three molecularly imprinted polymers (MIPs) were prepared using the phytohormone indole-3-acetic acid (IAA) as a template mol., 4-vinylpyridine (MIP-1 and MIP-2) or N,N-dimethylaminoethyl methacrylate (MIP-3) as functional monomers, ethylenglycol dimethacrylate as a cross linker and acetonitrile (MIP-1), a methanol-water mixture (MIP-2) or chloroform (MIP-3) as porogens. Retention factors for IAA and 29 indole derivatives were determined by high-performance liquid chromatog., using the molecularly imprinted polymers as stationary phases and acetonitrile as an eluent. High correlations between selectivity factors of above mentioned polymers indicate that their retention mechanisms are basically the same. A quant. structure-property relationships anal. revealed that the presence of the terminal carboxyl group on the 3-side chain plays an essential role in the binding of the indole derivatives to the polymers. The derivatives without the carboxyl group exhibit a drastically lower affinity toward the polymers. Another factor which favors the binding is electronic d. of indole nucleus. Substituents with electro-withdrawing properties enhance the binding, while electro-donating substituents have the opposite effect. The length of the 3-side chain also affects the binding. Indole-3-carboxylic acid having the carboxyl group directly attached to the ring as well as the derivatives whose side chain is longer than that of IAA bind to the polymers with a lower affinity.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Fukuzumi, Shunichi; Kotani, Hiroaki; Prokop, Katharine A.; Goldberg, David P. published the article 《Electron- and Hydride-Transfer Reactivity of an Isolable Manganese(V)-Oxo Complex》. Keywords: electron hydride transfer reactivity isolable manganese oxo complex.They researched the compound: Bromoferrocene( cas:1273-73-0 ).Synthetic Route of C10BrFe. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:1273-73-0) here.

The electron-transfer and hydride-transfer properties of an isolated manganese(V)-oxo complex, (TBP8Cz)MnV(O) (1) (TBP8Cz = octa-tert-corrolazinato) were determined by spectroscopic and kinetic methods. The manganese(V)-oxo complex 1 reacts rapidly with a series of ferrocene derivatives ([Fe(C5H4Me)2], [Fe(C5HMe4)2], and [Fe(C5Me5)2] = Fc*) to give the direct formation of [(TBP8Cz)MnIII(OH)]- ([2-OH]-), a two-electron-reduced product. The stoichiometry of these electron-transfer reactions was found to be (Fc derivative)/1 = 2:1 by spectral titration The rate constants of electron transfer from ferrocene derivatives to 1 at room temperature in benzonitrile were obtained, and the successful application of Marcus theory allowed for the determination of the reorganization energies (λ) of electron transfer. The λ values of electron transfer from the ferrocene derivatives to 1 are lower than those reported for a manganese(IV)-oxo porphyrin. The presumed one-electron-reduced intermediate, a MnIV complex, was not observed during the reduction of 1. However, a MnIV complex was successfully generated via one-electron oxidation of the MnIII precursor complex 2 to give [(TBP8Cz)MnIV]+ (3). Complex 3 exhibits a characteristic absorption band at λmax = 722 nm and an EPR spectrum at 15 K with g’max = 4.68, g’mid = 3.28, and g’min = 1.94, with well-resolved 55Mn hyperfine coupling, indicative of a d3 MnIVS = 3/2 ground state. Although electron transfer from [Fe(C5H4Me)2] to 1 is endergonic (uphill), two-electron reduction of 1 is made possible in the presence of proton donors (e.g., CH3CO2H, CF3CH2OH, and CH3OH). In the case of CH3CO2H, saturation behavior for the rate constants of electron transfer (ket) vs. acid concentration was observed, providing insight into the critical involvement of H+ in the mechanism of electron transfer. Complex 1 was also shown to be competent to oxidize a series of dihydronicotinamide adenine dinucleotide (NADH) analogs via formal hydride transfer to produce the corresponding NAD+ analogs and [2-OH]-. The logarithms of the observed second-order rate constants of hydride transfer (kH) from NADH analogs to 1 are linearly correlated with those of hydride transfer from the same series of NADH analogs to p-chloranil.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

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: 2199-44-2, is researched, SMILESS is O=C(C1=C(C)C=C(C)N1)OCC, Molecular C9H13NO2Journal, Article, Organic Letters called Rhodium Complex-Catalyzed Reaction of Isonitriles with Carbonyl Compounds: Catalytic Synthesis of Pyrroles, Author is Takaya, Hikaru; Kojima, Sachiko; Murahashi, Shun-Ichi, the main research direction is isonitrile reaction ketone rhodium catalyst; pyrrole preparation isonitrile reaction ketone rhodium catalyst.Product Details of 2199-44-2.

Low-valent rhodium complexes are efficient catalysts for the activation of α-C-H bond of isonitriles. Addition of isonitriles to carbonyl compounds proceeds under mild and neutral conditions to give the corresponding α,β-unsaturated formamides. Catalytic synthesis of pyrroles can be performed by cyclocondensation of isonitriles with 1,3-dicarbonyl compounds Et 3,4,5-trimethyl-2-pyrrolecarboxylate was obtained in 68% yield and converted to octamethylporphyrin by a standard method.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

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 Action of halogens on ferrocenylgold-triphenylphosphine, published in 1971, which mentions a compound: 1273-73-0, mainly applied to ferrocenyl gold phosphine bromination, Reference of Bromoferrocene.

Ph3P.AuC5H4FeC5H5 (I) brominated in CCl4 at -20° to a blue, then yellow material and after evaporation gave 55% bromoferrocene and 18% biferrocenyl along with 70% Ph3P.AuBr. Similar results were obtained at -50° in CH2Cl2. I chlorinated as above to 26% chloroferrocene, 70% biferrocenyl, and 98% Ph3P.AuCl. Iodination gave 82% iodoferrocene and 89% Ph3P.AuI.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Guseva, G. B.; Dudina, N. A.; Antina, E. V.; V’yugin, A. I.; Semeikin, A. S. 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 ).Reference 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.

Decamethylmethylene-3,3′-bis(dipyrrolylmethene) dihydrobromide H2L·2HBr, which is the simplest representative of a novel class of oligo(dipyrrolylmethenes) belonging to chromophore chelating nonmacrocyclic ligands, were examined by 1H NMR, IR, and electronic absorption spectroscopy. Complexation reactions of H2L·2HBr with M(AcO)2 (M = Zn(II), Cu(II), and Co(II)) in DMF at 298.15 K were monitored by electronic absorption spectroscopy and studied by the molar ratio method. The thermodn. constants K0 of these reactions were estimated The d metal ions coordinate H2L to give the binuclear homoleptic complexes [M2L2]. The reactions proceed through the intermediate binuclear heteroleptic complex [M2L(AcO)2] detected by spectroscopic methods. The thermodn. stabilities of [M2L2] and [M2L(AcO)2] increase when moving from Cu(II) to Zn(II) and Co(II). The probability of formation and stability of [M2L2] containing 3,3′-bis(dipyrrolylmethene) are substantially higher than those of analogous complexes with the 2,2′-isomer (decamethyl-2,2′-biladiene-a,c). The low K0 values for the complexation between H2L and Cu(AcO)2 are due to slow oxidation of the biladiene ligand into a bilatriene with participation of Cu2+ ions.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

Pickett, Tom E.; Richards, Christopher J. 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 ).Recommanded Product: 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.

The effect of 29 commonly encountered substituents on the chem. shifts of α, β and C5H5 positions in monosubstituted ferrocenes are tabulated and employed for determining 1H NMR assignments in 1,2- and 1,1′-disubstituted ferrocene derivatives

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

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 Interaction of cerium(IV) acetylacetonate with organometallic compounds, the main research direction is cerium acetylacetonato; sodium cerium acetylacetonato; lithium cerium acetylacetonato; cyclopentadienylsodium acetylacetonatocerium reaction; ferrocenyllithium acetylacetonatocerium reaction; naphthylsodium acetylacetonatocerium reaction.Name: Bromoferrocene.

L4Ce (L = acetylacetonato) was prepared in 70% yields by treating Ce(SO4)2.2(NH4)2SO4 with LH and its reaction with cyclopentadienylsodium (I), ferrocenyllithium and naphthylsodium studied. Thus, treating L4Ce with I gave 83% NaCeL4.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Reaction of metallocenes with thiocyanogen》. Authors are Dove, M. F. A.; Sowerby, D. B..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).Computed Properties of C10BrFe. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

An Et2O solution of (SCN)2 was added slowly to a solution of ferrocene to give a dark brown, unidentified powder, which was not a simple thiocyanate, although ferricinium ions were present. Using CH2 Cl2 as solvent a darkcolored crystalline product [(C5H5)2Fe]2Fe(NCS)4 precipitated Ir spectra showed strong bands at 3095, 1414, 1010, and 850 cm.-1 characteristic of the ferricinium ion and at 2055, 480, and 262 cm.-1 due to the iron thiocyanate group. The electronic spectrum in a KBr disk showed a strong maximum at 20.3 kK with a shoulder at 15.8 kK. An analogous reaction between cobaltocene and (SCN)2 in Et2 O at room temperature yielded as the main product yellow crystalline cobalticinium thiocyanate as shown by elemental anal., ir and electronic spectra, conductivity, and proton N.M.R.

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Reference:
Thiazolidine – Wikipedia,
Thiazolidine – ScienceDirect.com