Category: 1127-45-3

Ibrahim, Hany; Couderc, Francois; Perio, Pierre; Collin, Fabrice; Nepveu, Francoise published an article about the compound: 8-Hydroxyquinoline 1-oxide( cas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12 ).Electric Literature of C9H7NO2. 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:1127-45-3) through the article.

RATIONALE : Indolone-N-oxide derivatives possess interesting biol. properties. The anal. of these compounds using mass spectrometry (MS) may lead to interference or under-estimation due to the tendency of the N-oxides to lose oxygen. All the previous works focused only on the temperature of the heated parts (vaporizer and ion-transfer tube) of the mass spectrometer without investigating other parameters. This work is extended to the investigation of other parameters. METHODS : The behavior of N-oxides during atm. pressure chem. ionization (APCI) and electrospray ionization (ESI) has been investigated using MSn ion trap mass spectrometry. Different parameters were investigated to clarify the factors implicated in the deoxygenation process. The investigated parameters were vaporizer temperature (APCI), ion-transfer tube temperature, solvent type, and the flow rates of the sheath gas, auxiliary gas, sweep gas and mobile phase. RESULTS : The deoxygenation increased when the vaporizer temperature increased. The extent of the ‘thermally’ induced deoxygenation was inversely proportional to the ion-transfer tube temperature and auxiliary gas flow rate and in direct proportion to the mobile phase flow rate. Deoxygenation was not detected under MS/MS fragmentation and hence it is a non-collision-induced dissociation N-Oxides have the tendency to form abundant ‘non-classical’ dimers under ESI, which fragment via dehydration rather than giving their corresponding monomer. CONCLUSIONS : Deoxygenation is not solely a ‘classical’ thermal process but it is a thermal process that is solvent-mediated in the source. Deoxygenation was maximal with an APCI source while dimerization was predominant with an ESI source. Therefore, attention should be paid to these mol. changes in the mass spectrometer as well as to the choice of the ionization mode for N-oxides. Copyright © 2013 John Wiley & Sons, Ltd.

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Quality Control of 8-Hydroxyquinoline 1-oxide. 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: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about Proton polarizability of intramolecular hydrogen bonds with molecules nonconjugated and conjugated between donor and acceptor groups. Author is Brzezinski, Bogumil; Zundel, Georg.

IR and NMR spectroscopy was used to study proton polarizability in compounds [o-RC6H4CO2H, R = Me2NCH2 or Me2N; I, R1 = CH2OH or OH; and II] with intramol. H bonds. When the H-bond donor and acceptor groups are not electronically conjugated, IR continua indicate a large proton polarizability. When they are conjugated the continua are very weak. Thus, not only the proton potential but also the dependence of the dipole moment on the vibrational coordinate is decisive for occurrence of the continua.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Application of unithiol (Na 2,3-dimercaptopropanesulfonate) in analytical chemistry》. Authors are Vol’f, A. L..The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).Related Products of 1127-45-3. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

Unithiol (I) (cf. Ptrun’kin, CA 51, 5692h) forms stable complexes with many cations and most of these are soluble in H2O. Zn and Cd were determined by titration with I in the presence of Eriochrome Black T as an indicator with the same degree of accuracy as by titration with Trilon B; alkali metals and Fe up to 5 mg./l. did not interfere. I can be used to block the interference of Zn, Pb, and Hg in the trilonometric determination of Ca and Mg. I forms complexes with the following cations: in neutral media; Pb green, Cu blue, Ni brown, and Bi yellow; in acid media; Cu dark-blue, Ag green, and Mn brown; in NH4OH; Cu blue-violet, Fe red, Ag green, Mn brown-green, Bi yellow, and Sb yellow.

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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 Acid reaction and ionization constants of 8-hydroxyquinoline-N-oxide, published in 1969, which mentions a compound: 1127-45-3, Name is 8-Hydroxyquinoline 1-oxide, Molecular C9H7NO2, Application of 1127-45-3.

The constants for the acid reactions of 8-hydroxyquinoline-N-oxide were determined at 25° and M ionic strength. The 1st ionization constant for the cation of oxine-N-oxide, H2Q+, was 0.0486 ± 0.0004. The constant for the acid reaction for the 2nd ionization of the above compound was 176 kw ± 15, where kw is the ion product of water. This constant is for the ionization of oxine-N-oxide which produces H ions and a combination of basic forms including the anion and the Na salt. The 1st ionization constant was determined by potentiometric measurements. The 2nd ionization was studied by solvent extraction methods. The reagent was synthesized by a modified K. Ramaiah and V. R. Srinivasan (1962) procedure.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Quinoline-5,8-quinones》. Authors are Petrow, Vladimir; Sturgeon, Bennett.The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).Quality Control of 8-Hydroxyquinoline 1-oxide. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

5-Amino-8-hydroxyquinoline sulfate (1 g.) in 10 mL. 10% H2SO4 and Na2Cr2O7 in H2O, the whole extracted with CHCl3, the CHCl3 extracts concentrated and the residue diluted with petr. ether gave 0.35 g. quinoline-5,8-quinone, light yellow needles, m. 129° (decomposition). 8-Hydroxy-5-nitrosoquinaldine (5.8 g.) in 100 mL. H2O and 6.3 g. NaOH treated with about 13 g. Na2S2O4 (I) and neutralized with AcOH gave 5-amino-8-hydroxyquinaldine (II); II as above gave 2 g. quinaldine-5,8-quinone, yellow-green prisms, m. 145° (decomposition) (from EtOH-petr. ether). Similarly 8-hydroxy-5-nitroso-7-methylquinoline gave the amine (III), yellow prisms, m. 155° (decomposition) (from C6H6), and III gave the quinone, light yellow needles, m. 181-2° (from EtOH-petr. ether). A solution of PhN2Cl (from 7 g. PhNH2.HCl and 4 g. NaNO2) added during 20 min. at 0-3° to 8.5 g. 5-amino-O-methylquinoline in 50 mL. AcOH, 200 mL. H2O, and 25 g. AcONa gave 9 g. 5-amino-6-methyl-8-phenylazoquinoline-HCl (IV), red-brown plates, m. 216° (from EtOH-petr. ether). IV (12 g.), 60 cc. concentrated HCl, 50 mL. H2O, and 150 mL. EtOH refluxed 2.5 h. gave 7 g. HCl salt, m. 212° (from EtOH), of the 5-HO analog (V), fine red needles m. 177° (from EtOH). V (1.5 g.) in EtOH, Pd-C, and H gave 0.5 g. 8-amino-5-hydroxy-6-methylquinoline (VI), pale brown plates, m. 216° (from EtOH). VI gave 6-methylquinoline-5,8-quinone, yellow needles, m. 188° (from CHCl3-petr. ether). 2,6-Dimethylquinoline (3.0 g.) in 8,5 mL. cold concentrated H2SO4, treated with 1.5 mL. concentrated HNO3 in 2.0 mL. concentrated H2SO4 2 h. on the steam bath, and the whole poured into cold dilute aqueous NH3 gave 3.8 g. 2,6-dimethyl-5-nitroquinoline (VII), pale yellow prisms, m. 106° (from pert. ether). VII (2.5 g.), 25 mL. 80% EtOH, 1 mL. concentrated HCl, and 6 g. reduced Fe gave 2.0 g. 5-amino analog (VIII), green needles, m. 190° (from C6H6-petr. ether), and VIII as above gave 60% 2,6-dimethylquinoline-5,8-quinone (IX), yellow plates, m. 150°, also obtained via 5-amino-2,6-dimethyl-8-phenylazoquinoline-HCl, red plates with green reflex, m. 210°, and 5-hydroxy-2,6-dimethyl-8-phenylazoquinoline, dark red fluffy needles, m. 168° (from EtOH), and 8-amino-5-hydroxy-2,6-dimethylquinoline (X) (X was very sensitive to air oxidation and was used directly without purification). Finely powd. 8-hydroxy-5-nitrosoquinoline (3 g.) added to 9 mL. concentrated HNO3 and 6 mL. H2O and kept 1.25 h. at 17° gave a precipitate of 8-hydroxy-5-nitroquinoline-HNO3; the whole cooled to 0° made alk. with cold KOH solution, and the red K salt decomposed with AcOH gave 2.9 g. 8-hydroxy-5-nitroquinoline, yellow needles, m. 180° (from EtOH). Similarly, 8-hydroxy-5-nitrosoquinaldine gave 8-hydroxy-5-nitroquinaldine, silky yellow needles, m. 136° (from C6H6-petr. ether) (a small amount of 8-hydroxy-5,7-dinitroquinaldine, small yellow needles, m. above 300° was a byproduct). The following compounds were prepared by this general procedure: To 1 g. nitro compound in 300 mL. H2O and 0.9 g. KOH was added 1 mol. equivalent Br or iodine dissolved in KBr or KI, resp., and the whole stirred at room temperature 2 h. and acidified, giving 60-70% yield of the halogenated product (all derivatives recrystallized from EtOCH2CH2OH): 7-bromo-8-hydroxy-5-nitroquinoline (XI), red felted needles, m. 200°; 7-bromo-8-hydroxy-5-nitroquinaldine (XII), red plates, m. 265° (decomposition); and 8-hydroxy-7-iodo-5-nitroquinaldine (XIII), bright red plates, m. 244°. As above, with I, XI gave the amino compound (XIV), light brown needles, m. 184° (decomposition) (from EtOAc-petr. ether); XII gave the amino compound (XV), golden brown needles, m. 176° (decomposition); and XIII gave the amino compound (XVI), yellow needles, m. 162° (decomposition from Et2O-petr. ether). As above, with Na2Cr2O7 were prepared the following 5,8-quinones (all recrystallized from CHCl3-petr. ether): 7-bromoquinoline (from XIV), pale yellow needles, m. 182°; 7-bromoquinaldine (from XV), orange-yellow needles, m. 178°; 7-iodoquinoline (from XVI), unstable yellow-brown needles, m. 160° (decomposition); and 7-iodoquinaldine, yellow-brown needles, m. 160° (decomposition). 4-IC6H4NH2 (XVII) (42 g.), 70 g. dry glycerol, and 33 g. As2O5 heated to 120° 20 mL. concentrated H2SO4 added dropwise with stirring, and with the temperature kept at 120° the whole refluxed 4 h., 600 mL. H2O added, the mixture filtered, the filtrate made alk. with aqueous NH3, extracted with C6H6, the C6H6 extracts extracted with 6N HCl, the base liberated from the HCl extracts with NaOH, extracted with CHCl3 and the CHCl3 extracts concentrated and distilled gave 6-iodoquinoline (XVIII), b1 120° pale yellow prisms, m. 88° (from petr. ether). XVIII (1.5 g.), 4.5 mL. concentrated H2SO4, and 0.8 mL. concentrated HNO3 in 1 mL. concentrated H2SO4 heated 1 h. at 100° gave 1.5 g. 6-iodo-5-nitroquinoline, m. 163° (from C6H6). XVII (25 g.), 20 mL. concentrated HCl, and 20 mL. paraldehyde kept overnight, the whole refluxed 2 h., H2O added, the aqueous solution decanted from the resin (XIX), the XIX extracted twice with 2N HCl, the combined HCl solutions treated as above m the preparation of XVIII gave 5.9 g. 6-iodoquinaldine (XX), prisms, m. 112° (from petr. ether). As above XX gave 90% 6-iodo-5-nitroquinaldine (XXI), pale yellow needles, m. 146 ° (from EtOH). XXI (5 g.) and 25 g. PhNH2 heated 2 h. at 180°, AcONa solution added, the excess PhNH2 steam distilled, the residue extracted with C6H6, the C6H6 extracts percolated through Al2O3, and the C6H6 evaporated gave 6-anilino-5-nitroquinaldine, felted orange needles, m. 147-8° (from EtOH). XXI (2.5 g.), 7 g. reduced Fe, 20 mL. EtOH, and 5 drops concentrated HCl refluxed 2 h., the whole filtered, and the filtrate made alk. with aqueous NH3 gave 2 g. 5-amino-6-iodoquinaldine, golden plates, m. 206° (decomposition) (from C6H6-petr. ether). 8-Hydroxyquinoline (2 g.) in CHCl3 and 2 mol ethereal peroxyphthalic acid in Et2O kept overnight, the whole evaporated to dryness, and the residue triturated with aqueous NH3 gave 8-hydroxyquinoline N-oxide (XXII), golden yellow needles, m. 138°. XXII (3.2 g. in 400 mL. 0.2% NaOH and 5.1 g. iodine in KI gave 8-hydroxy-5(?)-iodoquinoline N-oxide, yellow needles, m. 169° (from C6H6). XXII (1.6 g.) in 10 mL. AcOH and 1 mL. concentrated HNO3 kept 1 h. at 20° gave a precipitate of the nitrate which, decomposed with KOH, yielded 8-hydroxy-5(?)-nitroquinoline N-oxide (XXIII), light brown powder, m. 217-18° (decomposition) (from alc.). XXIII and I as above gave the amine, orange-red needles, m. 213° (decomposition) (from C6H6). Quinoline-5,8-quinone (0.75 g.), 1.2 g. PhNH2, and 10 mL. EtOH refluxed 1 h. and the whole poured into dilute AcOH gave 6(7)-anilinoquinoline-5,8-quinone, scarlet needles, m. 213° (decomposition) (from C6H6petr. ether). 7-Bromoquinoline-5,8-quinone (0.1 g.), 0.053 g. PhNH2.HCl, 0.05 g. AcONa, and 5 mL. alc. refluxed 2 h., and the whole poured into H2O gave 0.1 g. 6-anilino-7-bromoquinoline-5,8-quinone, dark red prisms, m. 189° (decomposition). 8-Hydroxy-5-nitroquinoline (2 g.) in 20 mL. boiling EtOH with 2 mL. 36% HCHO and 2 mL. morpholine gave 2.3 g. 8-hydroxy-7-morpholinomethyl-5-nitroquinoline, yellow prisms (which rapidly discolor), m. 112° (decomposition).

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Vanadium. VII. Vanadium(IV) complexes of benzimidazoles and oxine N-oxide》. Authors are Dutta, R. L.; Lahiry, Subrata.The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).COA of Formula: C9H7NO2. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

cf. CA 60, 5057b. The following complexes were prepared and their magnetic moments determined at 30-5; VO(H2O)B2+, 1.63; VO(H2O)G2+, 1.50; VOG2, 1.59; VO(BC)2.H2O 1.60; and VO(Ox)2, 1.77 Bohr magnetons, where B is benzimidazole, G is 2-guanidino benzimidazole, BC is 2-benzimidazolecarboxylate.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Heterocyclic N-oxides. III. 8-Hydroxyquinoline N-oxide》. Authors are Ramaiah, K.; Srinivasan, V. R..The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).Related Products of 1127-45-3. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

cf. CA 57, 6761f. Unlike 8-hydroxyquinoline (I), the title compound (II) shows no OH stretching at 3400 or 3660 cm.-1, Badger and Moritz (CA 53, 11382g). The broad medium-intensity band of II at 2857-2440 cm.-1 is independent of concentration and is interpreted as evidence of strong intramol. H bonding involving the O-H and N-O groups. Preliminary study by the method of Irving, et al. (CA 43, 8941i) with 23 cations indicates that II chelates more selectively than I. The results at pH 5.2, 8.4, and 12.4 are tabulated. II is conveniently prepared in fair yield by heating (water bath, 65-75°) 14.5 g. I in 30 ml. glacial HOAc with 10 ml. 30% H2O2. At intervals of 1 hr. a total of 30 ml. more of H2O2 was added in 3 equal increments. The mixture was concentrated in vacuo, made alk. with saturated aqueous Na2CO3, and left overnight after addition of 60 ml. CHCl3. Unreacted I was removed by steam distillation of the mixture after filtration, drying and removal of CHCl3 by distillation Hot filtration of the aqueous residue gave on cooling 5.96 g. yellow needles of II, m. 139°.

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HPLC of Formula: 1127-45-3. 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: 8-Hydroxyquinoline 1-oxide, is researched, Molecular C9H7NO2, CAS is 1127-45-3, about First Safe and Practical Synthesis of 2-Amino-8-hydroxyquinoline. Author is Storz, Thomas; Marti, Roger; Meier, Roland; Nury, Patrice; Roeder, Michael; Zhang, Kesheng.

The first safe and efficient synthesis of the important building block 2-amino-8-hydroxyquinoline (1) is described. Starting from the readily available N-oxide of the cheap bulk chem. 8-hydroxyquinoline (2), the target compound is obtained in a two-step one-pot procedure in good overall yield (53-66%) and purity (>98%) on a kilogram scale without chromatog.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《A volumetric microdetermination of organically bound sulfur and organic and inorganic sulfates》. Authors are Boos, R. N..The article about the compound:8-Hydroxyquinoline 1-oxidecas:1127-45-3,SMILESS:OC1=CC=CC2=CC=C[N+]([O-])=C12).Synthetic Route of C9H7NO2. Through the article, more information about this compound (cas:1127-45-3) is conveyed.

Following combustion of the sample in Schoniger’s apparatus (CA 50, 9225f), organically bound S and organic and inorganic sulfates are determined by precipitation with excess BaCl2 and potentiometric titration of the excess Ba with a solution of Na2EDTA, using a Hg reference electrode. For inorganic sulfates, any metal ions which form chelates with EDTA must first be removed by passing the solution through an ion-exchange resin prior to precipitation with BaCl2.

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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, Journal of the Indian Chemical Society called Some reactions of 8-quinolinol N-oxide with bis(η5-cyclopentadienyl)titanium dichloride, Author is Goyal, K. C.; Khosla, B. D., which mentions a compound: 1127-45-3, SMILESS is OC1=CC=CC2=CC=C[N+]([O-])=C12, Molecular C9H7NO2, Safety of 8-Hydroxyquinoline 1-oxide.

Treating a mixture of (ε5-C5H5)2TiCl2 (I) and 8-quinolinol N-oxide (II) with NaNH2 in PhMe under reflux gave (ε5-C5H5)2TiLCl (L = N-oxido-8-quinolinolato). Treating a mixture of I and II in MeCN with Et3N gave (ε5-C5H5)2TiL2 (same L).

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