Category: 150-19-6

《Condensation of ninhydrin with phenols: Regioselective formation of diverse organic scaffolds and crystal structure studies》 was written by Das, Purak; Maity, Suvendu; Ghosh, Prasanta; Dutta, Arpita; Das, Suven. Name: m-Methoxyphenol And the article was included in Journal of Molecular Structure in 2020. The article conveys some information:

A range of phenolic compounds were reacted with ninhydrin in acid medium to afford different indanone-based mols. via regioselective C-C bond formation were studied. Ninhydrin reacts with 2,7-Dihydroxynaphthalene and 4-cyanophenol in AcOH producing ortho selective adducts in cyclic hemiketal structure and ring-opened diketo forms. On the other hand, ortho-substituted phenols like o-cresol, guaiacol, o-chloro/iodophenol condense with ninhydrin to accomplish para selective diarylated adducts, whereas 3-methoxy phenol provided corresponding monoarylated adduct as the major product. Different hydroxy benzoic acids delivered versatile scaffolds like diarylated indanone, indenofuran, benzofuran or spirolactone depending upon the substitution pattern and acidity of the reaction medium. All the compounds are characterized by 1H and 13C NMR spectra. In the solid state, scissors-shaped mol. diarylated adduct has been found to form inclusion complex with disordered o-cresol mol. and function as building unit of supramol. network. In the crystal structure of spirolactone, anti-parallel motif of dipolar···dipolar (C=O(δ-)···C(δ+) = O) interaction results ladder-like arrangement. In the experimental materials used by the author, we found m-Methoxyphenol(cas: 150-19-6Name: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Name: m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Xiong, Biquan; Xu, Shipan; Xu, Weifeng; Liu, Yu; Zhang, Limin; Tang, Ke-Wen; Yin, Shuang-Feng; Wong, Wai-Yeung published an article in 2022. The article was titled 《Silver-catalyzed regioselective 1,6-hydroarylation of para-quinone methides with anilines and phenols》, and you may find the article in Organic Chemistry Frontiers.Quality Control of m-Methoxyphenol The information in the text is summarized as follows:

A simple and efficient method for the silver-catalyzed regioselective 1,6-hydroarylation of para-quinone methides (p-QMs) with anilines and phenols has been established. Without the need for pre-protection, a broad range of anilines (primary amine, secondary amine and tertiary amine), phenols and para-quinone methides are well tolerated under mild conditions, giving the corresponding 1,6-hydroarylation products with moderate to good yields. Moreover, a series of modified natural products can be synthesized via this simple method. Control experiments were also performed to gain insights into the plausible reaction mechanism. This protocol has high atom economy, and may have significant implications for the formation of C(sp3)-C(sp2) bonds in organic synthesis.m-Methoxyphenol(cas: 150-19-6Quality Control of m-Methoxyphenol) was used in this study.

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneQuality Control of m-Methoxyphenol

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Ether – Wikipedia,
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In 2022,Yuan, Sitian; Ye, Xiaoling; Cai, Jingyu; Song, Zhibin; Tan, Yuxing; Peng, Yiyuan; Ding, Qiuping published an article in Journal of Organic Chemistry. The title of the article was 《DMF-Assisted Radical Cyclization of o-Isocyanodiaryl Ethers via 1,5-Aryl Migration: Construction of 2-Arylbenzoxazoles》.Quality Control of m-Methoxyphenol The author mentioned the following in the article:

A novel DMF-assisted radical cyclization of o-isocyanodiaryl ethers 2-CN-3-R1-4-R2 -5-R3 C6HOR (R = 2-tert-butylphenyl, 2-phenylphenyl, pyridin-2-yl; R1 = H, Me, Cl; R2 = H, Me, Cl; R3 = H, Me) via 1,5-aryl migration has been developed for the synthesis of a series of 2-arylbenzoxazoles I and 2-phenyloxazolo[4,5-b]pyridine by the FeCl3/TBHP/Et3N catalytic system in DMF. However, N,N-dimethylbenzo[d]thiazole-2-carboxamide and N,N-dimethylbenzo[d]selenazole-2-carboxamide were obtained from the corresponding substrate 2-isocyanophenyl p-methoxyphenyl thioether and 2-isocyanodiphenyl selenoether under the same conditions. A possible mechanism may involve aryl 1,5-migration and DMF-assisted radical cyclization of o-isocyanodiaryl ethers I. The results came from multiple reactions, including the reaction of m-Methoxyphenol(cas: 150-19-6Quality Control of m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneQuality Control of m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Chen, Yin-Jun; Xu, Hui-Bei; Liu, Hao; Dong, Lin published an article in Organic Chemistry Frontiers. The title of the article was 《Highly-selective synthesis of functionalized spirobenzofuranones and diketones》.Reference of m-Methoxyphenol The author mentioned the following in the article:

A convenient and atom-economical rhodium(III)-catalyzed highly-selective hydroacylation for the synthesis of spirobenzofuranones and diketones was successfully developed. Ortho-hydroxyl-group-assisted aldehyde C-H cascade [4+1] annulation makes the formation of spiro compounds more efficient. In addition to this study using m-Methoxyphenol, there are many other studies that have used m-Methoxyphenol(cas: 150-19-6Reference of m-Methoxyphenol) was used in this study.

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneReference of m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Menard, Travis; Laverny, Aragorn; Denmark, Scott E. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Synthesis of Enantioenriched 3,4-Disubstituted Chromans Through Lewis-Base Catalyzed Carbosulfenylation》.COA of Formula: C7H8O2 The article contains the following contents:

A method for the catalytic, enantioselective, carbosulfenylation of alkenes to construct 3,4-disubstituted chromans was described. Alkene activation proceeded through the intermediacy of enantioenriched, configurationally stable, thiiranium ions generated from catalytic Lewis-base activation of an electrophilic sulfenylating agent. The transformation affords difficult to generate enantioenriched 3,4-disubstituted chromans in moderate to high yields and excellent enantioselectivities. A variety of substituents are compatible including electronically diverse functional groups as well as several functional handles such as aryl halides, esters, anilines, and phenols. The resulting thioether moiety was amenable to a number of functional group manipulations and transformations. Notably, the pendant sulfide was successfully cleaved to furnish a free thiol which readily provides access to most sulfur-containing functional groups which are present in natural products and pharmaceuticals. The experimental part of the paper was very detailed, including the reaction process of m-Methoxyphenol(cas: 150-19-6COA of Formula: C7H8O2)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneCOA of Formula: C7H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Cervi, Aymeric; Vo, Yen; Chai, Christina L. L.; Banwell, Martin G.; Lan, Ping; Willis, Anthony C. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2H-Chromenes》.Recommanded Product: 150-19-6 The article contains the following contents:

Methods are reported for the efficient assembly of a series of phenol-derived propiolates, including the parent system, and their Au(I)-catalyzed cyclization (intramol. hydroarylation) to give the corresponding coumarins. Simple syntheses of natural products such as ayapin and scoparone have been realized by such means, and the first of these subject to single-crystal X-ray anal. A related process is described for the conversion of propargyl ethers into the isomeric 2H-chromene precocene I, a naturally occurring inhibitor of juvenile hormone biosynthesis. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6Recommanded Product: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneRecommanded Product: 150-19-6

Referemce:
Ether – Wikipedia,
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In 2022,Yi, Bing; Wang, Qiang; Tan, Jian-Ping; Yi, Ziqi; Li, Daiguang; Kang, Shiyuan; Zhang, Wenhui; Tang, Huan; Xie, Yanjun published an article in Asian Journal of Organic Chemistry. The title of the article was 《Visible Light-mediated, Iodine-catalyzed Radical Cascade Sulfonylation/Cyclization for the Synthesis of Sulfone-containing Coumarin under Photocatalyst-free Conditions》.COA of Formula: C7H8O2 The author mentioned the following in the article:

A visible-light mediated, iodine catalyzed radical cascade sulfonylation/cyclization reaction by employing iodine as catalyst without addition of any of photocatalyst and oxidant was presented. A number of sulfone-containing coumarin derivatives with different substituent and functional groups were obtained in moderate to good yields. Besides, the practicality and utility of this protocol were demonstrated by the scale up synthesis. Furthermore, mechanistic investigations including control experiments and light on/off studies indicated that visible-light irradiation and iodine catalyst were the essential elements to fulfill the radical cascade sulfonylation/cyclization process. This protocol featured green, economical and efficient, and opens a new opportunity for accessing to structurally diverse sulfone-containing coumarin derivatives In the experimental materials used by the author, we found m-Methoxyphenol(cas: 150-19-6COA of Formula: C7H8O2)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneCOA of Formula: C7H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Mechanistic investigation into phenol oxidation by IBX elucidated by DFT calculations》 was written by Kaur, Amritpal; Ariafard, Alireza. Product Details of 150-19-6 And the article was included in Organic & Biomolecular Chemistry in 2020. The article conveys some information:

D. functional theory (DFT) at the SMD/M06-2X/def2-TZVP//SMD/M06-2X/LANL2DZ(d),6-31G(d) level was used to explore the regioselective double oxidation of phenols by a hypervalent iodine(V) reagent (IBX) to give o-quinones. The oxidative dearomatization commences with the ligand exchange between IBX and phenol, yielding a phenolate complex, followed by the first redox process, which reduces iodine(V) to iodine(III). Both the processes (the ligand exchange and the first redox reaction) were found to be mediated by a less stable isomer of iodine(V) species. We found that although the first redox process preferentially proceeds via an associative pathway, an electron withdrawing substituent on the phenol ring decreases its accessibility. The inspection of the electronic structure of the redox transition state indicates that the phenolate involved in the iodine(V) reduction has some phenoxenium character. The intrinsic stability of a phenoxenium ion is calculated to be highly sensitive to the substituent on the phenol ring. Since the electron withdrawing substituents considerably decrease the stability of the phenoxenium, they render the iodine(V) to iodine(III) reduction energy consuming. Once the first redox step has completed, a catechol-iodine(III) complex is formed, from which the second redox process produces the final o-quinone product via a carboxylate-assisted transition structure. This transition structure gains stability by hydrogen bond interaction between the catechol OH and carboxylate group. Such an interaction results in the phenolate not having any phenoxenium character in the transition structure, thus making the activation barrier to the second redox step independent from the substituent on the phenol ring. The results came from multiple reactions, including the reaction of m-Methoxyphenol(cas: 150-19-6Product Details of 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Product Details of 150-19-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Tang, Zhiqiong; Li, Dongdong; Yue, Yidi; Peng, Dan; Liu, Lu published an article in 2021. The article was titled 《Bronsted acid catalysed chemo- and ortho-selective aminomethylation of phenol》, and you may find the article in Organic & Biomolecular Chemistry.Name: m-Methoxyphenol The information in the text is summarized as follows:

A Bronsted acid-catalyzed highly ortho-selective functionalization of free phenols e.g., Estrone with readily available N, O-acetals e.g., N-(methoxymethyl)-N-(phenylmethyl)-Benzenemethanamine under mild conditions, furnishes various corresponding aminomethylated phenol e.g., I products in moderate to excellent yields. The salient features of this transformation include mild conditions, good substrate scope, excellent ortho-selectivity, high efficiency, and ease of further transformation. In the experiment, the researchers used m-Methoxyphenol(cas: 150-19-6Name: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Name: m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Name: m-MethoxyphenolIn 2020 ,《Spirosteroids and α-glucosidase inhibitory norlignans from Asparagus racemosus Willd. roots》 was published in Phytochemistry (Elsevier). The article was written by Tantapakul, Cholpisut; Chaiyosang, Boonyanoot; Promgool, Trinop; Somteds, Apisara; Suthiphasilp, Virayu; Kanokmedhakul, Kwanjai; Laphookhieo, Surat; Andersen, Raymond J.; Patrick, Brian O.; Kanokmedhakul, Somdej. The article contains the following contents:

Three undescribed spirosteroids, asparacemosones A-C, an undescribed spiro-21-norsteroid, asparacemosone D, along with seven known compounds were isolated from Thai herbal plant Asparagus racemosus Willd. roots. Their structures were elucidated by spectroscopic anal. including NMR, UV, IR and mass spectrometry. The absolute configurations of asparacemosones A, B, and D were determined by single crystal X-ray diffraction using CuKα radiation. Among the isolated compounds, the norlignan nyasol and three acetylenic norlignans demonstrated potent α-glucosidase inhibition, with IC50 values ranging from 0.003 to 0.004 μM which is 5 x 104 fold more potent than the standard acarbose. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6Name: m-Methoxyphenol)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.Name: m-Methoxyphenol

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem