Category: 2689-65-8

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 Two Macrocycles in One Shot: Synthesis, Spectroscopy, Photophysics, and Tautomerism of 23-Oxahemiporphycene and 21-Oxacorrole-5-carbaldehyde, published in 2018, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, Quality Control of 5-Iodo-2-furaldehyde.

The synthesis of 23-oxahemiporphycene, the first monooxa analog of hemiporphycene, a structural isomer of porphyrin, is reported. Its generation under McMurry reaction conditions is surprisingly accompanied by the appearance of a formyl derivative of oxacorrole, 21-oxacorrole-5-carbaldehyde. A mechanism for the formation of the latter is proposed, relying on pinacol rearrangement of titanium pinacolate. The structures of the most stable tautomeric forms are established for both compounds based on IR and NMR spectra combined with DFT calculations Spectral and photophys. characteristics are compared with those of structurally similar macrocycles. Replacement of one nitrogen by oxygen in hemiporphycene has only a minor impact. In contrast, for corrole it leads to the enhancement of stability and to strongly reduced rates of nonradiative deactivation of the lowest excited singlet state. This is explained by the planarity of oxacorroles, achieved by removing one of the inner hydrogen atoms from the inner cavity. Unusual crystal packing is observed for the protonated form of 23-oxahemiporphycene, which exhibits a π-π stacked columnar alignment of pos. charged macrocycle units.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Thiocyanopyrrole, thiopyrroles and pyrrole disulfides》. Authors are Pratesi, P..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Recommanded Product: 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

Thiocyanopyrroles have been prepared by addition of Br2 to pyrrole and NH4SCN in glacial AcOH, theoretical quantities being used according to the scheme RH + 2NH4SCN + Br2 → RSCN + 2NH4Br + HSCN. With ordinary pyrrole, the reaction mix is cooled with ice and salt. The yields are 90-5%. 2,4-Dimethyl-3-carbethoxy-5-thiocyanopyrrole (I), m. 169.5°. The 5-carbethoxy-3-thiocyano derivative (II), m. 198-9°. A dithiocyanopyrrole, C4H3N(SCN)2, m. 114°, was the only product obtained in an attempt to produce the tetrathiocyanate. Thiocyanopyrroles are very stable compounds, indifferent toward alkalies. They crystallize very readily, usually in needle form, and are readily purified and recrystallized from H2O or EtOH. With Zn and AcOH the corresponding thiopyrrole is formed. Thus, 2,4-dimethyl-5-carbethoxy-3-thiopyrrole (III), m. 140°, is formed by the reduction of II; yield, 50%. These compounds resemble the thiophenols, being soluble in alkali and insoluble in alk. bicarbonates. They react readily with Hg salts, giving compounds of the types: RSHgX, and (RS)2Hg [X = halogen]. The thiopyrroles oxidize readily in air, forming the disulfides. Oxidation of III by boiling in the presence of bone black gave bis[2,4-dimethyl-5-carbethoxy-3-pyrryl disulfide. On cooling the disulfide seps. quantitatively, as a white powder, m. 234°, insoluble in alkali, slightly soluble in EtOH. IV was also obtained directly from the NCS derivative by reduction with Na and EtOH.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

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: 2689-65-8, is researched, Molecular C5H3IO2, about Synthesis of Alkyl Indium Reagents by Using Unactivated Alkyl Chlorides and Their Applications in Palladium-Catalyzed Cross-Coupling Reactions with Aryl Halides, the main research direction is alkyl chloride substrate alkylindium reagent; palladium catalyzed cross coupling aryl halide alkylindium.Related Products of 2689-65-8.

An efficient method for the preparation of alkyl indium reagents by using unactivated and cheap alkyl chlorides as substrates in the presence of indium and LiI was developed. The thus-formed alkyl indium species effectively underwent palladium-catalyzed cross-coupling reactions with aryl halides with wide functional group tolerance.

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1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

Category: naphthyridine. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Study of the nucleophilic substitution of halogens in furan compounds. (I). Furfurals. Author is Mocelo, R.; Pustovarov, V..

5-Bromofurfural (I, R = Br) was prepared by treating I (R = H) in dichloroethane with Br in the presence of hydroquinone. Reaction of I (R = Br) with LiCl in DMF gave 74% I (R = Cl) and with KI-HOAc gave 80% I (R = I). I (R = I) was similarly obtained in 44% yield from I (R = Cl). I (R = Cl) could also be converted to I (R = Br) with KBr-HOAc.

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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: 2689-65-8, is researched, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2Journal, Zhurnal Organicheskoi Khimii called Studies on furopyridines. VI. Synthesis and stereostructure of hetarylmethylene-3-oxo-4-thiofuro[3,4-c]pyridines, Author is Kaigorodova, E.A.; Kvak, S. N.; Ugrak, B. I.; Zaplishnyi, V. N.; Kul’nevich, V. G., the main research direction is furopyridine thio hetarylmethylene preparation stereochem; regioselective condensation heteroaromatic aldehyde thiofuropyridine.Reference of 5-Iodo-2-furaldehyde.

Condensation reaction of 6-methyl-3-oxo-4-thio-1H-furo[3,4-c]pyridine with heteroaromatic aldehydes proceeds regioselectively at the methylene center to give Z isomers of title compounds I (R = H, Z = O, S; R = Me, Br, iodo, Z = O) in s-cis conformations for furfuryl and in s-trans conformations for thenylmethylene derivatives

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of Medicinal Chemistry called Potential antimicrobial furans, Author is Hoyle, William; Roberts, Gordon P.; Meth-Cohn, Otto, which mentions a compound: 2689-65-8, SMILESS is IC1=CC=C(O1)C=O, Molecular C5H3IO2, Computed Properties of C5H3IO2.

Furan derivatives bearing isosteric and isoelec. functional groups in place of a 2-nitro group lacked antibacterial activity, confirming the essential role of the nitro group in activity. Functional groups employed were sulfo, sulfamoyl, carboxyl, methoxycarbonyl, carbamoyl, and cyano. For example, 5-iodo-2-furaldehyde [2689-65-8] reacted with Cu2(CN)2 in DMF to form 5-formyl-2-furonitrile [42061-89-2], which was condensed with semicarbazide [57-56-7], 3-amino-2-oxazolidinone, or 1-aminohydantoin to yield 5-cyano-2-furancarboxaldehyde semicarbazone [42061-90-5], 3-[[(5-cyano-2-furanyl)methylene]amino]-2-oxazolidinone [42978-22-3], and 1-[[(5-cyano-2-furanyl)methylene]amino]-2,4-imidazolidinedione (I) [42061-92-7], resp.

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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 Some properties of 5-halofurfurals, published in 1957, which mentions a compound: 2689-65-8, mainly applied to , SDS of cas: 2689-65-8.

The following derivatives of 5-halofurfurals are reported: 5-iodofurfural thiosemicarbazone, m. 162-3°, decompose 165°; 5-Br analog, decompose 196-7°; furfural thiosemicarbazone, m. 153-4°, decompose 180°; 5-bromofurfural 2,4-dinitrophenylhydrazone, m. 204-5°; 5-iodo analog, m. 210-11°; 5-iodofurfural NaHSO3 adduct, m. 220°; 5-Br analog, plates. Solubility: 5-Bromofurfural, in H2O, 20°, 0.5, g./100ml.; 100°, 2.5; in EtOH, 20°, 5.0; 78°, 120.0; in (CH2Cl)2, 20°, 3.7; 83°, over 360.0. 5-Iodofurfural, resp., 0°, 0.5; 3.0°, 40.0; 10.0°, over 360.0.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《The hydrogen bonding energies from near-ultraviolet absorption spectra in p-bromophenol and o-hydroxybiphenyl》. Authors are Devanathan, T..The article about the compound:5-Iodo-2-furaldehydecas:2689-65-8,SMILESS:IC1=CC=C(O1)C=O).Safety of 5-Iodo-2-furaldehyde. Through the article, more information about this compound (cas:2689-65-8) is conveyed.

K, ΔG, and ΔH were estimated for the systems: (I) p-bromophenol (0.07994M) and EtOAc (0.4033M), and (II) o-hydroxybiphenyl (0.1212M) and EtOAc (0.3231M), with n-heptane as the solvent. For I, at 35 and 55°, resp., λ = 284 mμ, K = 29.16 and 20.09, ΔG = -2.07 and -1.96 kcal./mole, and ΔH = -3.90 kcal./mole. For II, at 45, 55, and 65°, resp., λ = 284mμ, K = 2.98, 2.06, and 1.36, ΔG = -0.69, -0.47, and -0.21 kcal./mole, and ΔH = -0.84 kcal./mole. The calculated ΔH value of II is too low, which indicates an intramol. H bond.

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Quality Control of 5-Iodo-2-furaldehyde. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Synthesis and spectral properties of 2-(5-R-2-furylmethylene)-3-oxobutanenitriles. Author is Marchalin, Stefan; Mamani, Lucy Nieves Hinojosa; Ilavsky, Dusan; Pronayova, Nada; Lesko, Jan.

Substituted 2-(5-R-2-furylmethylene)-3-oxobutanenitriles I (R = H, halo, Ph, etc.) were obtained by condensation of the corresponding 5-R-2-furaldehydes II with 3-amino-2-butenenitrile in acid medium. Relation between the structure and spectral properties (NMR, IR, UV, MS) is presented and the influence of substituents in position 5 of the furan ring on the conjugated 2-furylethylene system is discussed.

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Reference of 5-Iodo-2-furaldehyde. 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: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Topoisomerase IIα poisoning and DNA double-strand breaking by chiral ruthenium(II) complexes containing 2-furanyl-imidazo[4,5-f][1,10]phenanthroline derivatives. Author is Qian, Chen; Wu, Jingheng; Ji, Liangnian; Chao, Hui.

Four chiral Ru(II) complexes bearing furan ligands, Δ/Λ-[Ru(bpy)2(pocl)]2+ (Δ/Λ-1) and Δ/Λ-[Ru(bpy)2(poi)]2+ (Δ/Λ-2) (bpy = 2,2′-bipyridine, pocl = 2-(5-chlorofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline, poi = 2-(5-5-iodofuran-2-yl)imidazo[4,5-f][1,10]phenanthroline), were synthesized and characterized. These Ru(II) complexes showed antitumor activities against HeLa, A549, HepG2, HL-60 and K562 tumor cell lines, especially the HL-60 tumor cell line. Moreover, Δ-2 was more active than other complexes accounting for the different cellular uptakes. In addition, Δ-2 could accumulate in the nucleus of HL-60 cells, suggesting that nucleic acids were the cellular target of Δ-2. Topoisomerase inhibition tests in vitro and in living cells confirmed that the four complexes acted as efficient topoisomerase IIα poisons, DNA double-strand breaks had also been observed from neutral single cell gel electrophoresis (comet assay). Δ-2 inhibited the growth of HL-60 cells through the induction of apoptotic cell death, as evidenced by the Alexa Fluor 488 annexin V staining assays. The results demonstrated that Δ-2 acted as a topoisomerase IIα poison and caused DNA double-strand damage that could lead to apoptosis.

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1,8-Naphthyridine – Wikipedia,
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