Month: April 2022

Zhang, Congcong; Hou, Guohua; Zi, Guofu; Walter, Marc D. published the article 《A base-free terminal thorium phosphinidene metallocene and its reactivity toward selected organic molecules》. Keywords: tri tert butylcyclopentadienylthorium phosphinidene metallocene preparation reactivity organic mol; crystal mol structure cyclopentadienyl thorium phosphido enolyl thiazolyl metallaheterocycle.They researched the compound: Trimethylphosphineoxide( cas:676-96-0 ).Recommanded Product: Trimethylphosphineoxide. 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:676-96-0) here.

The stable base-free terminal phosphinidene thorium metallocene, [η5-1,2,4-(Me3C)3C5H2]2Th:P-2,4,6-tBu3C6H2 (2), can be isolated from the reaction of the thorium dichloride complex [η5-1,2,4-(Me3C)3C5H2]2ThCl2 (1) with 2 equivalent of 2,4,6-(Me3C)3C6H2PHK in THF. The reactivity of 2 in the activation of various small organic mols. such as diselenides, phosphines, imines, ketones, phosphine oxides, thiazole, imidazole derivatives and amines was explored. For example, when complex 2 is treated with Ph2Se2, the phosphinidene is replaced, yielding diselenido compound [η5-1,2,4-(Me3C)3C5H2]2Th(SePh)2 (3). Moreover, E-H (E = P, N, C) bond activation occurs on exposure of 2 to 2,4,6-iPr3C6H2PH2, PhPH2, (p-tolyl)2C:NH, 1-indanone, cyclohexanone, Me3PO, thiazole, 1-methylimidazole and p-toluidine, resulting in the phosphido complex [η5-1,2,4-(Me3C)3C5H2][η5,κ-C-1,2-(Me3C)2-4-(CH2CMe2)C5H2]Th(PH-2,4,6-iPr3C6H2) (4), the metallaheterocycle [η5-1,2,4-(Me3C)3C5H2]2Th(η2-P2Ph2) (5), the iminato phosphido complex [η5-1,2,4-(Me3C)3C5H2]2Th(PH-2,4,6-tBu3C6H2)[N:C(p-tolyl)2] (6), the phosphido enolyl compound [η5-1,2,4-(Me3C)3C5H2]2Th(PH-2,4,6-tBu3C6H2)(κ-O-1-OC9H7) (7), the enolyl complex [η5-1,2,4-(Me3C)3C5H2][η5,κ-C-1,2-(Me3C)2-4-(CH2CMe2)C5H2]Th(κ-O-1-OC6H9) (8), the alkyl complex [η5-1,2,4-(Me3C)3C5H2][η5,κ-C-1,2-(Me3C)2-4-(CH2CMe2)C5H2]Th(κ-O,C-OPMe2CH2) (9), the phosphido thiazolyl complex [η5-1,2,4-(Me3C)3C5H2]2Th(PH-2,4,6-tBu3C6H2)(C3H2NS) (10), the bis-imidazolyl complex [η5-1,2,4-(Me3C)3C5H2]2Th[2-(1-MeC3H2N2)]2 (11), and the imido complex [η5-1,2,4-(Me3C)3C5H2]2Th:N(p-tolyl) (12), resp. Several spectroscopic techniques were employed for the characterization of the new complexes 3-11, and in addition the solid-state mol. structures of compounds 3-6, 8-9 and 11 were further confirmed by x-ray diffraction analyses.

After consulting a lot of data, we found that this compound(676-96-0)Recommanded Product: Trimethylphosphineoxide can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Diemer, Vincent; Chaumeil, Helene; Defoin, Albert; Fort, Alain; Boeglin, Alex; Carre, Christiane published an article about the compound: 3,5-Dimethyl-4-nitropyridine 1-oxide( cas:14248-66-9,SMILESS:O=[N+](C1=C(C)C=[N+]([O-])C=C1C)[O-] ).Electric Literature of C7H8N2O3. 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:14248-66-9) through the article.

Pyridinium phenolates possess a dissym. delocalized π-electron system providing a huge quadratic nonlinearity. They are a promising class of mols. for applications in photoelectronics and photonics. Semiempirical calculations indicate that the interplanar angle between the two aromatic rings leads to enhancement in the NLO properties of these compounds The confirmation of this feature may be provided by the study of a new series of sterically hindered pyridinium phenolates bearing two tert-Bu substituents at the ortho position(s) of the phenolate functionality. Such bulky groups would enhance the solubility of zwitterions in organic solvents and would limit the formation of aggregates. Their efficient preparations by using Suzuki cross-coupling reactions involving 3,5-dialkylated 4-bromopyridine N-oxides are described.

After consulting a lot of data, we found that this compound(14248-66-9)Electric Literature of C7H8N2O3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Derivatives of 4-amino- and 4-nitropyridine》. Authors are Essery, J. M.; Schofield, K..The article about the compound:3,5-Dimethyl-4-nitropyridine 1-oxidecas:14248-66-9,SMILESS:O=[N+](C1=C(C)C=[N+]([O-])C=C1C)[O-]).COA of Formula: C7H8N2O3. Through the article, more information about this compound (cas:14248-66-9) is conveyed.

The following were prepared by conventional procedures. A series of substituted pyridine 1-oxides (substituent given): 3-Et (I), hygroscopic oil, b12 123-5°, picrate, m. 95°; 3-iso-Pr, b0.8 120-2°, picrate, m. 125-6°; 3-tert-Bu (Ia), b1 132-4°, picrate, m. 143-4°; 3,5-Me2, b0.1 116-18°, picrate, m. 135-6°; 2,3,5,6-Me4, needles, m. 139-40°, picrate, m. 144-5°; and 3-Br, -, picrate, m. 144.5-5.5°. I (24.5 g.), 65 ml. concentrated H2SO4 and 34 ml. concentrated HNO3 were warmed to 50° to initiate reaction, then heated 3.5 hrs. at 90-100°, the whole cooled, neutralized with solid K2CO3, filtered, the filtrate extracted with CHCl3 and the CHCl3 concentrated gave 19 g. 3-ethyl-4-nitropyridine 1-oxide (II), yellow needles, m. 68-9°. In similar fashion were prepared the following substd. 4-nitropyridine 1-oxides: 3-iso-Pr, m. 138-9°; 3,5-Me2 (IIa), m. 174-5° (picrate m. 137.5-8.5°); 2,3, 5,6-Me4 (IIb), m. 115-16° (picrate m. 160-1°); 3-Br, m. 156-7° [small amount of 3,4-Br(O2N)C5H3N also formed]. 3-tert-Butyl-2(or 6-)nitropyridine (IIc) m. 104.5-5.5°. To 5 g. II in 100 ml. dry CHCl3 at 0-10° was added 25 ml. PCl3, the whole kept 0.67 hr. at 10° poured on ice, treated with excess NaOH, extracted with CHCl3, and the CHCl3 extracts concentrated to give 3.8 g. 3,4-Et(O2N)C5H3N, b0.25 56-8°. Similarly were prepared 3,4-iso-Pr(O2N)C5H3N, b0.85 82-4° (picrate m. 106-7°); 3,5,4-Me2(O2N)C5H2N.0.5.H2O, m. 38-9° (picrate m. 169-70°); and 2,3,5,6,4-Me4(O2N)C5N.2H2O, m. 198-200° (picrate m. 174-6°). To 13 g. II was added 60 ml. AcCl; a vigorous reaction occurred. Subsequently, the mixture was poured on ice, the whole treated with excess NaOH and the product isolated via CHCl3 extraction to give 8.2 g. 4-chloro-3-ethylpyridine 1-oxide (IId), m. 86° (picrate m. 137-8°). The following substituted 4-chloropyridine 1-oxides were similarly prepared: 3-iso-Pr, hygroscopic, m. 87-8° (picrate m. 130-1°); 3,5-Me2 (III), m. 201-2° (picrate m. 142-3°); 2,3,5,6-Me4, m. 153-4° (picrate m. 154-5°); 3-Br, m. 153.5-4.5° (picrate m. 120-1°). III (2.5 g.) and 18 ml. concentrated aqueous NH3 heated 18 hrs. at 140°, the whole cooled, treated with 2.5 g. K2CO3, evaporated to dryness and the residue extracted with AcEt gave 1.6 g. 4-amino-3,5-dimethylpyridine 1-oxide-2H2O (IV), m. 227-9°, picrate m. 221-3°. 3,4-Me(O2N)C5H3N (2.5 g.), 50 ml. EtOH, 4 ml. 90% H2NNH2.H2O, and a small amount of Raney Ni (V) were heated 0.5 hr. on the steam bath, more V added, the whole filtered, and the filtrate concentrated to give 1.2 g. 3,4-Me(H2N)C5H3N, m. 108-9°. This procedure also gave 3,4-Et(H2N)C5H3N.0.5.H2O, m. 52-3° (picrate m. 196-7°); 3,4-iso-Pr(H2N)C5H3N.0.5.H2O, m. 69-70° (picrate m. 156-7°). To 0.5 g. IV in 5 ml. AcOH was added 0.3 g. Fe dust, the whole heated 1.5 hrs. on the steam bath, cooled, treated with excess NaOH and the product isolated via Et2O extraction to give 0.2 g. 3,5,4-Me2(H2N)C5H2N.2H2O (VI), m. 83-4° (picrate m. 226-7°). Alternately, 2 g. IIa, 25 ml. MeOH, 2 g. Raney Ni, and H gave 1.1 g. VI; the same procedure with IIb gave the amino derivative hemihydrate m. 196-7° (picrate m. 225-6°). Both reduction procedures with IIc gave the amino derivatives, m. 128-9°, λ 292, 228 mμ (log ε 3.56, 4.9) (picrate m. 242°). IId (3 g.) and 18 ml. 30% aqueous MeNH2 heated 18 hrs. at 140° gave, as above with IV, 2.1 g. 3-methyl-4-methylaminopyridine 1-oxide (VII), m. 106-7° (picrate m. 184-5°). Similarly were prepared the following substituted 4-methylaminopyridine 1-oxides: 3-Et, b0.5 120-2°, m. 117-18° (picrate m. 182-3°); 3-iso-Pr (VIII) (no m.p. given) (picrate m. 164-5°); 3,5-Me2, m. 94.5-5.5° (picrate m. 172-3°); 3-Br, hygroscopic solid (picrate m. 189-91°) and 2,3,5,6-Me4, hygroscopic solid (picrate m. 140-1°). VII reduced by Fe in AcOH gave 3,4-Me(MeNH)C5H3N, m. 125-6° (picrate m. 199-200°). VIII hydrogenated as above gave 3,3-iso-Pr-(MeNH)C5H3N, m. 95-6° (picrate m. 159-60°) and this procedure gave the following 3-substituted 4-(MeNH)C5H3N derivatives): 3,5-Me2, m. 119.5-20.5° (picrate m. 194.5-5.5°); 2,3,5,6-Me4, m. 118-19° (picrate m. 160-1°); 3-Br, 92-3°. The following were prepared by the above procedures: 3,4-Me(Me2N)C5H3N (IX), b1 73-5° (picrate m. 172-3°) and IX 1-oxide, b0.15 142-4° (picrate m. 130-1°); 3,4-Et(Me2N)C5H3N (X), b0.6 82-3° (picrate m. 118-19°) and X 1-oxide, b1 178-80° (picrate m. 139-40°); 3,4-iso-Pr-(Me2N)C5H3N (XI), b0.45 79-80° (picrate m. 138-9°) and XI 1-oxide, – (picrate m. 151-2°); 3,5,4-Me2(Me2N)C5H2N (XII), b0.4 69-7° (picrate m. 172-3°) and XII 1-oxide m. 83-4° (picrate m. 115-16°); and 3,4-Br(Me2N)C5H3N (XIII), b0.5 82-4° (picrate m. 182-3°) and XIII 1-oxide, – (picrate m. 160-1°). Ia (3.5 g.) and SO2Cl2 heated 2 hrs. at 110-20° gave 2 products, C9H12ClN, giving picrates, m. 152-3° and 149-50°.

After consulting a lot of data, we found that this compound(14248-66-9)COA of Formula: C7H8N2O3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – 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: 3235-67-4, is researched, Molecular C7H13NO2, about Synthesis of Pyrrolidine Ring-Fused Fullerene Multicarboxylates by Photoreaction, the main research direction is fullerene photoreaction aminopolycarboxylate; pyrrolidine fused fullerene polycarboxylate preparation.Related Products of 3235-67-4.

Aminopolycarboxylic esters react with C60 under photolysis to produce fullerene multicarboxylates. Irradiation of tetra-Me ethylenediaminetetraacetate (EDTA) with C60 yields the EDTA-containing fullerene monoadduct C60(MeOOCCH)2NCH2CH2N(CH2COOMe)2. In addition, several other C60 monoadducts are also isolated and characterized, including compounds due to EDTA fragmentation. Similar results are observed with pentamethyl dimethylenetriaminepentaacetate (DTPA). When partially methylated nitrilotriacetic acid is irradiated with C60, decarboxylation occurs and organodihydrofullerene derivatives such as C60(H)[CH2N(CH2COOMe)2] are formed. Radical mechanisms are proposed for both types of photoreactions. The fullerene derivatives are characterized by their spectroscopic data. Photoreactions of C60 with other analogous mols. also support the conclusions.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Application of 84746-24-7. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-[4-(Pyrimidin-2-yl)piperazin-1-yl]pyrimidine, is researched, Molecular C12H14N6, CAS is 84746-24-7, about Synthesis of linked heterocycles mediated by high pressure SNAr reactions. Author is Matsumoto, Kiyoshi; Hashimoto, Shiro; Minatogawa, Hiroyuki; Munakata, Megumu; Otani, Sinichi.

A series of linked heterocycles involving piperazine and aromatic five- and six-membered heterocycles were prepared in 48-100% yields by SNAr reactions of piperazine with halo heteroaromatics under high pressure.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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, Research Support, Non-U.S. Gov’t, ChemPhysChem called Computational Evaluation of Me2TCCP as Lewis acid, Author is Roeleveld, Julius J.; Ehlers, Andreas Wolfgang; Mooibroek, Tiddo Jonathan, which mentions a compound: 676-96-0, SMILESS is CP(C)(C)=O, Molecular C3H9OP, Computed Properties of C3H9OP.

Supramol. adducts between dimethyl-2,2,3,3-tetracyanocyclopropane (Me2TCCP) with 21 small (polar) mols. and 10 anions were computed with DFT (B3LYP-D3/def2-TZVP). Their optimized geometries were used to obtain interaction energies, and perform energy decomposition and ‘atoms-in-mols.’ analyses. A set of 38 other adducts were also evaluated for comparison purposes. Selected examples were further scrutinized by inspection of the mol. electrostatic potential maps, Noncovalent Interaction index plots, the Laplacian, the orbital interactions, and by estimating the Gibbs free energy of complexation in hexane solution These calculations divulge the thermodn. feasibility of Me2TCCP adducts and show that complexation is typically driven by dispersion with less polarized partners, but by orbital interactions when more polarized or anionic guests are deployed. Most Me2TCCP adducts are more stable than simple hydrogen bonding with water, but less stable than traditional Lewis adducts involving Me3B, or a strong halogen bond such as with Br2. Several bonding analyses showed that the locus of interaction is found near the electron poor sp3-hydridized (NC)2C-C(CN)2 carbon atoms. An empty hybrid σ*/π* orbital on Me2TCCP was identified that can be held responsible for the stability of the most stable adducts due to donor-acceptor interactions.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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 Syntheses of sterically hindered zwitterionic pyridinium phenolates as model compounds in nonlinear optics. Part 2., published in 2008-04-30, which mentions a compound: 14248-66-9, mainly applied to zwitterionic pyridinium phenolates preparation model compound nonlinear optic, Quality Control of 3,5-Dimethyl-4-nitropyridine 1-oxide.

Pyridinium phenolates possess a dissym. delocalized π-electron system providing a huge quadratic nonlinearity. They are a promising class of mols. for applications in photoelectronics and photonics. Semiempirical calculations indicate that the interplanar angle between the two aromatic rings leads to enhancement in the NLO properties of these compounds The confirmation of this feature may be provided by the study of a new series of sterically hindered pyridinium phenolates bearing two tert-Bu substituents at the ortho position(s) of the phenolate functionality. Such bulky groups would enhance the solubility of zwitterions in organic solvents and would limit the formation of aggregates. Their efficient preparations by using Suzuki cross-coupling reactions involving 3,5-dialkylated 4-bromopyridine N-oxides are described.

After consulting a lot of data, we found that this compound(14248-66-9)Quality Control of 3,5-Dimethyl-4-nitropyridine 1-oxide can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Safety of 1-Piperidineacetic Acid. 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: 1-Piperidineacetic Acid, is researched, Molecular C7H13NO2, CAS is 3235-67-4, about Decarboxylative C-H alkylation of heteroarenes by copper catalysis. Author is Zhu, Xiaolong; Li, Xuan; Li, Xuehao; Lv, Jian; Sun, Kai; Song, Xiuyan; Yang, Daoshan.

Versatile decarboxylative C-H alkylation of heteroarenes was accomplished. In the presence of Cu(OTf)2 and 4,4′-di-tert-butyl-2,2′-bipyridine, a range of heteroarenes, such as imidazo[1,2-a]pyridines, 2-phenylbenzo[d]imidazo[2,1-b]thiazole, 2-phenylindolizine and 4H-chromen-4-one, could be alkylated using diverse alkyl carboxylic acids. This developed protocol will extend the still limited number of copper catalytic decarboxylation couplings, especially in the construction of Csp2-Csp3 bonds. The developed method provided a highly attractive and alternative approach to various alkylating heteroarenes I [R1 = H, Me; R2 = H, 5-Br, 5-MeO; R3 = H, Me; R4 = 2-phenylimidazo[1,2-a]pyridin-3-yl, 2-phenylindolizin-3-yl, [2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl], etc.], II [R6 = H, Me; R7 = H, Me, Ph; R6R7 = (CH2)5; R4 = 2-phenylimidazo[1,2-a]pyridin-3-yl, [2-(4-methoxyphenyl)imidazo[1,2-a]pyridin-3-yl], 7-chloro-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl, etc.] with good functional group tolerance.

After consulting a lot of data, we found that this compound(3235-67-4)Safety of 1-Piperidineacetic Acid can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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.Laihia, K.; Puszko, A.; Linnanto, J.; Kolehmainen, E. researched the compound: 3,5-Dimethyl-4-nitropyridine 1-oxide( cas:14248-66-9 ).COA of Formula: C7H8N2O3.They published the article 《1H, 13C and 15N NMR spectral and theoretical studies of some methyl and alkylamino derivatives of 4-halopyridine N-oxides》 about this compound( cas:14248-66-9 ) in Journal of Molecular Structure. Keywords: halopyridine oxide methyl alkylamino derivative NMR tautomerism. We’ll tell you more about this compound (cas:14248-66-9).

Nine new and three earlier known 4-halogen (Cl and Br) substituted pyridine N-oxides have been prepared and their 1H, 13C and 15N NMR chem. shifts assigned based on PFG 1H, X (X = 13C and 15N) HMQC and HMBC experiments as well as the comparison with our earlier results for substituted pyridine N-oxide derivatives The 15N resonances of the pyridine nitrogen are 27-40 ppm more shielded in 4-halo-2-alkylamino-6-methyl-5-nitropyridine N-oxide than in parent 4-halopyridine N-oxide. According to quantum chem. ab initio HF/6-311G** calculations the amino tautomer of 4-chloro-2-methylamino-6-methyl-5-nitropyridine N-oxide is more stable than its imino form. Using B3LYP/6-311G** optimized structures both 13C and 15N shifts were calculated by d. functional B3LYP/6-311G** CSGT methods for the amino and imino tautomers as well as for the dimeric structure for 4-chloro-2-methylamino-6-methyl-5-nitropyridine N-oxide. The 15N NMR and DFT calculations suggest the prevailing of the dimeric amino form for one congener, which is further supported by ESI-TOF MS data.

After consulting a lot of data, we found that this compound(14248-66-9)COA of Formula: C7H8N2O3 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Related Products of 2402-95-1. 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: 2-Chloropyridine 1-oxide, is researched, Molecular C5H4ClNO, CAS is 2402-95-1, about 2-Hydroxypyridine-N-oxide (HOPO): Equivocal in the ames assay. Author is Dobo, Krista L.; Cheung, Jennifer R.; Gunther, William C.; Kenyon, Michelle O..

2-Hydroxypyridine-N-oxide (HOPO) is a useful coupling reagent for synthesis of active pharmaceutical ingredients. It has been reported to be weakly mutagenic in the Ames assay (Ding W et al. []: J Chromatogr A 1386:47-52). According to the ICH M7 guidance (2014) regarding control of mutagenic impurities to limit potential carcinogenic risk, mutagens require control in drug substances such that exposure not exceeds the threshold of toxicol. concern. Given the weak response observed in the Ames assay and the lack of any obvious structural features that could confer DNA reactivity we were interested to determine if the results were reproducible and investigate the role of potentially confounding exptl. parameters. Specifically, Ames tests were conducted to assess the influence of compound purity, solvent choice, dose spacing, toxicity, type of S9 (aroclor vs phenobarbital/β-naphthoflavone), and lot variability on the frequency of HOPO induced revertant colonies. Initial extensive testing using one lot of HOPO produced no evidence of mutagenic potential in the Ames assays. Subsequent studies with four addnl. lots produced conflicting results, with an ∼2.0-fold increase in revertant colonies observed Given the rigor of the current investigation, lack of reproducibility between lots, and the weak increase in revertants, it is concluded that HOPO is equivocal in the bacterial reverse mutation assay. It is highly unlikely that HOPO poses a mutagenic risk in vivo; therefore, when it is used as a reagent in pharmaceutical synthesis, it should not be regarded as a mutagenic impurity, but rather a normal process related impurity.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem