Category: 23351-09-9

Yu, Chao-Wu published the artcileEfficient Microwave-Assisted Pd-Catalyzed Hydroxylation of Aryl Chlorides in the Presence of Carbonate, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol, the publication is Organic Letters (2012), 14(14), 3688-3691, database is CAplus and MEDLINE.

An efficient microwave-assisted, palladium-catalyzed hydroxylation of aryl chlorides in the presence of a weak base carbonate was developed, which rapidly converts aryl and heteroaryl chlorides to phenols, and can be used when the aryl chloride is functionalized with a ketone, aldehyde, ester, nitrile, or amide.

Organic Letters published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C12H14O2, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Salmon, Manuel published the artcileSubstituent effect on para-substituted N-phenylpyrrole monomers and their polyheterocyclic conductors, Quality Control of 23351-09-9, the publication is Journal of the Electrochemical Society (1984), 131(8), 1802-4, database is CAplus.

The electrochem. behavior of a variety of p-substituted N-phenylpyrrole monomers and their corresponding polymers was analyzed. The electron-attractive or electron-repulsive nature of each para group substituent was perceived in the pyrrole unit through the Ph ring and manifested in their oxidation potential values. Good linear correlations with Hammett σ⁺ constants were obtained.

Journal of the Electrochemical Society published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Quality Control of 23351-09-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

King, Sandra M. published the artcileDevelopment of a method for the N-arylation of amino acid esters with aryl triflates, Application of 4-(1H-Pyrrol-1-yl)phenol, the publication is Organic Letters (2016), 18(16), 4128-4131, database is CAplus and MEDLINE.

A general method for the N-arylation of amino acid esters with aryl triflates is described. Both α- and β-amino acid esters, including Me, tert-Bu, and benzyl esters, are viable substrates. Reaction optimization was carried out by design of experiment (DOE) anal. using JMP software. The mild reaction conditions, which use t-BuBrettPhos Pd G3 or G4 precatalyst, result in minimal racemization of the amino acid ester. This method is the first synthetic application of the t-BuBrettPhos Pd G4 precatalyst. Mechanistic studies show that the observed erosion in enantiomeric excess is due to racemization of the amino acid ester starting material and not of the product.

Organic Letters published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Application of 4-(1H-Pyrrol-1-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dumoulin, Hugues published the artcile2-oxo-2-(phenyl-2-pyrrolyl)acetamides as potential anxiolytic agents: synthesis and affinity at the central benzodiazepine receptor, Quality Control of 23351-09-9, the publication is European Journal of Medicinal Chemistry (1998), 33(3), 201-207, database is CAplus.

A series of N-substituted α-hydroxy-N-Ph and α-oxo-N-phenyl-1H-pyrrole-2-acetamides were synthesized and their affinity at the benzodiazepine receptor tested. Isosteric replacement of the indolyl ring in previously described derivatives by a phenylpyrrole led to the synthesis of several compounds having benzodiazepine affinity.

European Journal of Medicinal Chemistry published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Quality Control of 23351-09-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Huang, Huan-Ming published the artcileThree-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides, COA of Formula: C10H9NO, the publication is Journal of the American Chemical Society (2020), 142(22), 10173-10183, database is CAplus and MEDLINE.

Developing efficient and selective strategies to approach complex architectures containing (multi)stereogenic centers has been a long-standing synthetic challenge in both academia and industry. Catalytic cascade reactions represent a powerful means of rapidly leveraging mol. complexity from simple feedstocks. Unfortunately, carrying-out cascade Heck-type reactions involving unactivated (tertiary) alkyl halides remains an unmet challenge owing to unavoidable β-hydride elimination. Herein, we show that a modular, practical and general palladium catalyzed, radical three-component coupling can indeed overcome the aforementioned limitations through an interrupted Heck/allylic substitution sequence mediated by visible light. Selective 1,4-difunctionalization of unactivated 1,3-dienes, such as butadiene, has been achieved by employing different com. available nitrogen-, oxygen-, sulfur- or carbon-based nucleophiles and unactivated alkyl bromides (>130 examples, mostly >95:5 E/Z, >20:1 rr). Sequential C(sp3)-C(sp3) and C-X (N, O, S) bonds have been constructed efficiently with a broad scope and high functional group tolerance. The flexibility and versatility of the strategy has been illustrated in a gram-scale reaction and streamlined syntheses of complex ether, sulfone and tertiary amine products, some of which would be difficult to access via currently established methods.

Journal of the American Chemical Society published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gross, Hans published the artcileα-Halo ethers. XII. Preparation of N-substituted pyrroles from 2,5-dicblorotetrahydrofuran, Product Details of C10H9NO, the publication is Chemische Berichte (1962), 2270-5, database is CAplus.

cf. CA 56, 12838b. 2,5-Di-Cl (I), 2,5-di-PrO (II), 2,5-di-AcO (III), and 2,5-di-BzO (IV) derivatives of tetrahydrofuran with primary amino derivatives gave in good yields the corresponding N-substituted pyrroles. The appropriate amine (0.065-0.07 mole) in 5 cc. dry dioxane treated dropwise with shaking during 1 min. with 2.82 g. I, boiled briefly, diluted after 15 min. with 20 cc. H₂O, and steam distilled, and the distillate extracted with Et₂O yielded the corresponding pyrrole; method A. The appropriate primary amine (0.015-0.018 mole) in 5 cc. dry C₅H₅N treated dropwise with 1.41 g. I, diluted with 50 cc. H₂O, acidified weakly with dilute HCl, and steam distilled or filtered gave the corresponding pyrrole derivative; method B. II (1.88 g.) and 0.013-0.015 mole amine and a granule of p-MeC₆H₄SO₃H refluxed a few min. with the removal of the PrOH, cooled, diluted with dilute AcOH, and filtered or steam distilled gave the corresponding pyrrole; method C; the runs with o-C₆H₄(NH₂)₂, p-HOC₆H₄NH₂, and p-O₂NC₆H₄NH₂ were refluxed 5-10 min. with 3 cc. AcOH instead of the p-MeC₆H₄SO₃H. III (1.88 g.) and 0.013-0.015 mole amine in 5 cc. AcOH refluxed 5 min., cooled, diluted with 50 cc. H₂O, and filtered gave the corresponding pyrrole; method D; the crude products from the runs with 2.21 g. IV were stirred with dilute NH₄OH and filtered; in the run with IV and cyclohexylamine the product was isolated by steam distillation By these methods were prepared the following 1-substituted pyrroles (1-substituent, m.p. or b.p./mm., % yield, starting material, and method used are given): Bu, 62-3°/18 (n²²_D 1.4734), 53, I, A; C₇H₁₅, 104.5-7.5°/12 (n²²_D 1.4717), 50, I, A; cyclohexyl (V), 95°/10 (n²¹_D 1.5125), 54, I, A; V, –, 50D, IV; PhCH₂, 116-19°/11 (n¹⁹_D 1.5690), 53, I, A; Ph, 61-2°, 64, I, B; Ph, –, 85, II, C; Ph, –, 65, IV, D; p-MeC₆H₄ (VI), 80-2°, 76, I, B; VI, –, 93, II, C; VI, –, 84, III, D; VI, –, 89, IV, D; 1-C₁₀H₇, 40°, 57, III, D; p-HOC₆H₄, 119-21°, 81, II, C; p-MeOC₆H₄ (VII), 111-13°, 65, I, B; VII, –, 57, II, C; VII, –, 68, III, D; VII, –, 68, IV, D; o-H₂NC₆H₄, 97-9°, 57, II, C; p-O₂NC₆H₄ (VIII), 180-1°, 87, II, C; VIII, –, 83, III, D; VIII, –, 96, IV, D; PhOCO, 46-7°, 28, II, C. H₂NCH₂CO₂Et (IX) (3.2 g.) in 5 cc. dioxane treated dropwise with stirring and cooling with 1.41 g. I during 2 min., warmed after 20 min., kept 3 hrs. at room-temperature, diluted with 40 cc. H₂O, and extracted with Et₂O, and the residue from the extract shaken 2 hrs. with concentrated NH₄OH and evaporated after 24 hrs. yielded 750 mg. 1-pyrrylacetamide, m. 166-7° (EtOAcEt₂O-petr. ether). IX treated in the usual manner with I, shaken 2 hrs. with aqueous N₂H₄, and kept 24 hrs. at room temperature yielded 36% 1-pyrrylacethydrazide, m. 119-21° (EtOAc-Et₂O-petr. ether). MeCH(NH₂)CO₂Et (1.7 g.) in 5 cc. C₅H₅N with 1.41 g. I and then with concentrated NH₄OH yielded 30% α-(1-pyrryl)propionamide, m. 90-2° (EtOAc-Et₂O-petr. ether). AcNH₂ (3.8 g.) in 10 cc. warm Me₂CO treated dropwise with 2.82 g. I, refluxed 20 min. with stirring, filtered, and evaporated, and the residue steam distd, gave 20% 1-acetylpyrrole, b₁₂ 70-1°, n²¹_D 1.5107. BzNH₂ (3 g.) in 20 cc. dioxane treated with about 2 g. Na₂SO₄, refluxed 10 min. with 2.82 g. I, cooled, diluted with 80 cc. H₂O, and extracted with Et₂O, and the residue steam distilled gave 1.0 g. colorless oil which boiled briefly with dilute aqueous NaOH and acidified gave 0.66 g. BzOH; the crude oily product consisted of at least 92% of 1-benzoylpyrrole. PhCH₂CONH₂ (1.4 g.) in 10 cc. MePh and 1.41 g. I refluxed 3 min., cooled, washed, and evaporated gave 0.77 g. 1-phenylacetylpyrrole, m. 72-4°. O-Butylurethan (2.4 g.) in 15 cc. MePh refluxed 3 min. with 2.82 g. I, the mixture worked up in the same manner, and the crude product steam distilled yielded 49% 1-carbobutoxypyrrole, b₁₂ 97°, n²¹ 1.4670. PhNHNH₂ and I (1.1 mole equivalent) gave by method B (CH₂CH:NNHPh)₂, yellowish leaflets, m. 123-4° (80% EtOH). PhCH₂O₂CNHNH₂ and I gave similarly (CH₂CH:NNHCO₂CH₂Ph)₂, needles, m. 219-21° (HCONMe₂).

Chemische Berichte published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Khim, Seock-Kyu published the artcileDiscovery of novel and potent aryl diamines as leukotriene A₄ hydrolase inhibitors, Formula: C10H9NO, the publication is Bioorganic & Medicinal Chemistry Letters (2008), 18(14), 3895-3898, database is CAplus and MEDLINE.

The synthesis and biol. evaluation of a series of aryl diamines as inhibitors of LTA₄ hydrolase inhibitors are described. The optimization which led to the identification of the optimal para-substitution on the di-Ph ether moiety and diamine spacer is discussed. The resulting compounds such as I have excellent enzyme and cellular potency as well as desirable pharmacokinetic properties.

Bioorganic & Medicinal Chemistry Letters published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Formula: C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Macedo, M. C. S. S. published the artcileIron corrosion inhibition by imidazoles in 3.5% NaCl medium: experimental and theoretical results, Application In Synthesis of 23351-09-9, the publication is Journal of the Electrochemical Society (2012), 159(4), C160-C169, database is CAplus.

This paper presents exptl. and theor. results concerning the corrosion inhibitor effect of imidazole and five of its derivatives on iron surface. Gravimetric methods and polarization curves were the exptl. techniques used in this study. The polarization curves showed that the inhibitors have an anodic role on the electrochem. process. Weight-loss measurements indicated that the adsorption process obeys Langmuir’s isotherm. The theor. study was done using ab initio calculations for the organic mols. and complexes formed between imidazoles and a Fe atom, a Fe²⁺ ion, and a Fe³⁺ ion. Correlations between structural properties of the compounds and their exptl. inhibitor efficiencies were analyzed. A satisfactory correlation between quantum-mech. parameters and inhibition efficiency was found.

Journal of the Electrochemical Society published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Application In Synthesis of 23351-09-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Priyadarshini, S. published the artcileCopper MOF: scope and limitation in catalytic hydroxylation and nitration of aryl halides, COA of Formula: C10H9NO, the publication is Tetrahedron (2013), 69(31), 6409-6414, database is CAplus.

The potential catalytic application of MOFs like [Cu₃(btc)₂] (btc=1,3,5-benzenetricarboxylate), [Cu(bdc)] (bdc=1,4-benzenedicarboxylate), [Cu(pymo)₂] (pymo=2-hydroxypyrimidinalote) and [Cu(i.m.)₂] (i.m.=imidazolate) was explored in the hydroxylation and nitration of aryl halides. Cu₃(btc)₂ was found to be superior for both the reactions furnishing good to excellent yields of the resp. products. The studies demonstrated that MOFs are not recyclable, attributable to their instability in the highly polar and basic conditions demanded for these reactions. Complete transformation of MOFs to copper oxide nanoparticles occurred in hydroxylation, whereas significant alteration in frameworks was observed for the recovered catalyst in nitration.

Tetrahedron published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, COA of Formula: C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ak, Metin published the artcileElectrochemical properties of a new star-shaped pyrrole monomer and its electrochromic applications, Product Details of C10H9NO, the publication is Macromolecular Chemistry and Physics (2006), 207(15), 1351-1358, database is CAplus.

A new monomer, 2,4,6-tris(4-(1H-pyrrol-1-yl)phenoxy)-1,3,5-triazine (Tria-Py) was synthesized via the reaction of 4-(1H-pyrrol-1-yl)phenol with 2,4,6-trichloro-1,3,5-triazine. It was electrochem. polymerized in a dichloromethane/acetonitrile solvent mixture The polymer P(Tria-Py) was characterized via CV,FTIR,SEM and UV-vis spectroscopy. Spectroelectrochem. anal. revealed electronic transitions at 346, 508 and 665 nm, revealing π to π* transitions, and polaron and bipolaron band formations resp. We also made a dual-type, complementary-colored electrochromic device using P(Tria-Py)/poly(3,4-ethylenedioxythiophene) (PEDOT) in a sandwich configuration. The device switches between dark blue and red colors with a switching time of 2.2 s and an optical contrast (% ΔT) of 25%.

Macromolecular Chemistry and Physics published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts