Tag: 200-300

Nickel-Catalyzed N-Arylation of NH-Sulfoximines with Aryl Halides via Paired Electrolysis was written by Liu, Dong;Liu, Zhao-Ran;Ma, Cong;Jiao, Ke-Jin;Sun, Bing;Wei, Lei;Lefranc, Julien;Herbert, Simon;Mei, Tian-Sheng. And the article was included in Angewandte Chemie, International Edition in 2021.SDS of cas: 68716-49-4 This article mentions the following:

A novel strategy for the N-arylation of NH-sulfoximines has been developed by merging nickel catalysis and electrochem. (in an undivided cell), thereby providing a practical method for the construction of sulfoximine derivatives Paired electrolysis is employed in this protocol, so a sacrificial anode is not required. Owing to the mild reaction conditions, excellent functional group tolerance and yield are achieved. A preliminary mechanistic study indicates that the anodic oxidation of a Ni^II species is crucial to promote the reductive elimination of a C-N bond from the resulting Ni^III species at room temperature In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4SDS of cas: 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.SDS of cas: 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Copper Catalyzed Protosilylation/Protoborylation of gem-Difluoroallenes was written by Shan, Cui-Cui;Dai, Kai-Yang;Zhao, Meng;Xu, Yun-He. And the article was included in European Journal of Organic Chemistry in 2021.Computed Properties of C16H20B2N2O2 This article mentions the following:

We have developed a protocol for protoborylation and protosilylation of gem-difluoroallenes to afford gem-difluoroallyl-boronates and gem-difluoroallylsilanes. It is different from non-fluorine allenes in which nucleophiles are added to 纬-position of gem-difluoroallenes to afford 尾,纬-addition products. Not only monosubstituted gem-difluoroallenes but also disubstituted gem-difluoroallenes could react well with silaboronate (PhMe₂Si-Bpin) and bis(pinacolato)diboron (B₂pin₂). The protocol is simple and efficient to construct compounds which contain tertiary/secondary gem-difluoroallylboronates and gem-difluoroallylsilanes. Moreover, diverse organofluorine compounds can be converted from these organoboronates and silanes. In the experiment, the researchers used many compounds, for example, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6Computed Properties of C16H20B2N2O2).

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Computed Properties of C16H20B2N2O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cassane-type diterpenoids from Caesalpinia latisiliqua (Cav.) Hattink was written by Huyen, Le Thi;Son, Vu Hoang;Hau, Nguyen Thi Thu;Thu, Nguyen Thi Minh;Hoa, Truong Thi Viet;Hoang, Nguyen Huy;Cuc, Nguyen Thi;Tai, Bui Huu;Thao, Do Thi;Kiem, Phan Van;Nhiem, Nguyen Xuan. And the article was included in Phytochemistry Letters in 2022.Computed Properties of C14H12O4 This article mentions the following:

Three new cassane-type diterpenoids, namely caesalatic acids A-C (1 -3), and seven known compounds, resveratrol (4), piceatannol (5), aromadendrin (6), taxifolin (7), 3,4-dihydroxybenzaldehyde (8), Me gallate (9), and loliolide (10) were isolated from the methanol extract of the Caesalpinia latisiliqua (Cav.) Hattink leaves. Their chem. structures were elucidated by 1D- and 2D-NMR, MS data, CD, and compared with NMR data in the literature. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Computed Properties of C14H12O4).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Computed Properties of C14H12O4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Optimisation of microwave-assisted extraction and functional elucidation of bioactive compounds from Cola nitida pod was written by Olalere, Olusegun Abayomi;Gan, Chee-Yuen;Akintomiwa, Olumide Esan;Adeyi, Oladayo;Adeyi, Abiola. And the article was included in Phytochemical Analysis in 2021.HPLC of Formula: 10083-24-6 This article mentions the following:

The quality characteristics and stability of phenolic byproducts from Cola nitida wastes are critical factors for drug formulation and food nutraceutical applications. In this study, the effect of electromagnetic-based microwave-reflux extraction on the total phenolic content, antioxidant capacity, morphol. characteristics, physisorption and chromatog. phenolic profiles were successfully investigated. These physicochem. analyses are often employed in the standardisation of dried herbal and food nutraceutical products. In this study, the electromagnetic-based extraction process was optimized using the Box-Behnken design. The oleoresin bio-products were subsequently characterised to determine the total phenolic content, morphol. and microstructural degradation These analyses were conducted to elucidate the effect of the microwave heating on the C. nitida pod powder. From the predicted response, the optimal percentage yield was achieved at 26.20% under 5.39 min of irradiation time, 440 W microwave power and oven temperature of 55掳C. Moreover, the rapid estimation of the phenolic content and antioxidant capacity were recorded at 124.84 卤 0.064 mg gallic acid equivalent (GAE)/g dry weight (d.w.) and 6.93 卤 0.34渭g/mL, resp. The physicochem. characterization results from the Fourier-transform IR spectroscopy, field emission SEM and physisorption analyses showed remarkable changes in the micro-surface area (13.66%) characteristics. The recorded optimal conditions established a basis for future scale-up of microwave extraction parameters with a potential for maximum yield. The physiochem. characterization revealed the functional characteristics of C. nitida and their tolerance to microwave heating. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6HPLC of Formula: 10083-24-6).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.HPLC of Formula: 10083-24-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Configuration of nitrogen-containing compounds. VI. Configuration of substituted 2-aminocyclohexanols was written by Kovar, Jan;Blaha, Karel. And the article was included in Chemicke Listy pro Vedu a Prumysl in 1958.Synthetic Route of C13H19NO This article mentions the following:

The rate of solvolysis of N-R-substituted-2-(p-nitrophenyl)-4,5-tetra-methylenoxazolidine (I) obtained by condensing N-R-substituted-2-aminocyclohexanols (II) with p-O₂NC₆H₄CHO was studied in regard to the steric structure of the starting amino alcs. trans-II (R = Me) obtained in 8.5 g. yield by shaking 24 hrs. a mixture of 13.4 g. trans-2-chlorocyclohexanol and 15 ml. solution containing 0.15 mole NH₂Me, adding 50 ml. N HCl, extracting undissolved oil with Et₂O, alkalizing the aqueous solution with NaOH, extracting with 4:1 CHCl₃-Et₂O, and evaporating the solvent gave an oily residue, b₂₁ 113掳, which crystallized, m. 22-4掳; HCl salt, m. 121掳 (9:1 Me₂CO-MeOH). Heating a solution of 4 g. trans-II (R = H) and 3.2 g. PhCH₂NH₂ in 7 ml. EtOH 8 hrs. to 145-55掳 in a sealed tube, dissolving the crystalline product in 50 ml. H₂O, and working up as above gave 2.0 g. trans-II (R = PhCH₂) b_0.6 125-7掳, m. 73掳 (petr. ether); picrate, m. 134-5掳 (50% EtOH); HCl salt, m. 204-5掳 (Me₂CO-EtOH 9:1); trans-N-benzoyl derivative (III) obtained in 77% yield by the usual method gave crystals, m. 116.5-17.5掳 (C₆H₆-petr. ether). Hydrogenating 27 g. 慰-AcNHC₆H₄OH over Raney Co in EtOH at 150-60掳 and 100 atm. 12 hrs., filtering off the catalyst, evaporating the solvent in vacuo, and treating the residue with 10 ml. Me₂CO gave 5.8 g. crystals of cis-II (R = Ac) (IV), m. 143-4掳. IV (4.7 g.) boiled 2 hrs. with 2.33N HCl and worked up as usual gave 4.3 g. HCl salt of cis-II (R = H), m. 186-6.5掳; free base, m. 73-5掳. cis-II (R = Me) was obtained according to Mousseron, et al. (C.A. 47, 9319a), m. 38-40掳; HCl salt, m. 205-6掳 (1:1 EtOH-Me₂CO); picrate, m. 141-2掳 (H₂O). cis-II (R = PhCH₂) was obtained by heating a solution of III in SOCl₂ 2.5 hrs. to 60掳, pouring the product into Et₂O, and refluxing the undissolved portion 5 hrs. with 10% HCl, or by distilling a solution of 747 mg. cis-II (R = H) and 1.5 g. PhCHO in 25 ml. C₆H₆ with simultaneous dropwise addition of C₆H₆, dissolving the residue in Et₂O, and boiling 6 hrs. with 1 g. LiAlH₄ to give crystalline HCl salt, m. 248-50掳 (1:1 EtOH-Me₂CO); free base, m. 67掳 (petr. ether); picrate, m. 157-8掳 (H₂O). The following I were obtained by heating slowly to boiling equivalent amounts of II and p-O₂NC₆H₄CHO in PhCl (50 ml. per 10 millimoles with continuous removal of H₂O. The products were crystallized from petr. ether or petr. ether-C₆H₆: cis-I (R = H), m. 73-3.5掳 (yield 93%); cis-I (R = Me), m. 68-9掳 (82%); cis-I (R = PhCH₂), m. 59-61掳 (94%); trans-I (R = H), m. 127掳 (65%); trans-I (R = Me), m. 77-8掳 (78%); trans-I (R = PhCH₂), m. 97.5-99掳 (50%). Treatment of I with 2,4-(O₂N)₂C₆H₃NHNH ₂ in EtOH at 24掳 catalyzed with H₂SO₄ brought about opening of the ring. Its rate was followed by determining gravimetrically the separated 4-O₂NC₆H₄CH:NNHC₆H₃(NO₂)₂-2,4. The reaction constants of the cis and trans isomers are, resp.: I (R = H) 9.81 脳 10^-3, 4.7 脳 10^-2; I (R = Me) 8.12 脳 10^-4, 8.0 脳 10^-2; I (R = PhCH₂) 1.31 脳 10^-3, 1 脳 10^-1. In the experiment, the researchers used many compounds, for example, Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6Synthetic Route of C13H19NO).

Trans-2-(benzylamino)cyclohexanol (cas: 40571-86-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Synthetic Route of C13H19NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of 伪-Amino-尾-Bromo Acid Esters with Aryl Bromides was written by Tang, Shi;Xu, Zhen-Hua;Liu, Ting;Wang, Shuo-Wen;Yu, Jian;Liu, Jian;Hong, Yu;Chen, Shi-Lu;He, Jin;Li, Jin-Heng. And the article was included in Angewandte Chemie, International Edition in 2021.COA of Formula: C12H16BBrO2 This article mentions the following:

Here an unprecedented, efficient nickel-catalyzed radical relay was reported for the remote cross-electrophile coupling of 尾-bromo-伪-benzylamino acid esters with aryl bromides via 1,4-aryl migration/arylation cascades. 尾-Bromo-伪-benzylamino acid esters were considered as unique mol. scaffolds allowing for aryl migration reactions, which were conceptually novel variants for the radical Truce-Smiles rearrangement. This reaction enabled the formation of two new C(sp3)-C(sp2) bonds using a bench-stable Ni/bipyridine/Zn system featuring a broad substrate scope and excellent diastereoselectivity, which provided an effective platform for the remote aryl group migration and arylation of amino acid esters via redox-neutral C(sp3)-C(sp2) bond cleavage. Mechanistically, this cascade reaction was accomplished by combining two powerful catalytic cycles consisting of a cross-electrophile coupling and radical 1,4-aryl migration through the generation of C(sp3)-centered radical intermediates from the homolysis of C(sp3)-Br bonds and the switching of the transient alkyl radical into a robust 伪-aminoalkyl radical. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4COA of Formula: C12H16BBrO2).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.COA of Formula: C12H16BBrO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In situ monitoring of photo-crosslinking reaction of water-soluble bifunctional macromers using magnetic levitation was written by Ashkarran, Ali Akbar;Sharifi, Shahriar;Abrahamsson, Christoffer K.;Mahmoudi, Morteza. And the article was included in Analytica Chimica Acta in 2022.Category: alcohols-buliding-blocks This article mentions the following:

Crosslinking is one of the fundamental phenomena in polymer science, which happens by forming covalent bonds or relatively short sequences of chem. bonds to join 2 polymer chains. Crosslinking and the subsequent volume shrinkage of monomers/macromers result in changes in their corresponding d. which can be measured using d.-based measurement techniques (e.g., dilatometry). Here, the authors demonstrate a method that allows in situ monitoring of photopolymerization of H₂O-soluble bifunctional macromers using magnetic levitation (MagLev) system. The authors use a hydrophobic paramagnetic solution to monitor the photopolymerization of H₂O-soluble polyethylene glycol diacrylate (PEGDA) as a model of bifunctional macromers using a ring MagLev system. Based on changes in levitation heights (densities) after illumination of blue light, the authors have successfully monitored the double bond conversion of PEGDA 700 macromers at various polymerization conditions. Probably MagLev can should be used as a new and complementary anal. technique for rapid screening of the photopolymerization reactions and measurement of conversions using changes in the levitation height of the macromers. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Category: alcohols-buliding-blocks).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Merging electrolysis and nickel catalysis in redox neutral cross-coupling reactions: Experiment and computation for electrochemically induced C-P and C-Se bonds formation was written by Zhu, Chen;Yue, Huifeng;Nikolaienko, Pavlo;Rueping, Magnus. And the article was included in CCS Chemistry in 2020.Product Details of 68716-49-4 This article mentions the following:

The authors have achieved a nickel-catalyzed cross-coupling reaction via concerted paired electrolysis under mild reaction conditions. In this electrochem. transformation, the anodic oxidation of Ni(II) to Ni(III) and cathodic reduction of Ni(I) to Ni(0) occurred simultaneously, resulting in an economical and sustainable cross-coupling protocol. Moreover, mechanistic investigations were performed utilizing experiments and d. functional theory (DFT) calculations for different C-heteroatom bond formations to reveal the catalytic cycle in more detail. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Product Details of 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Product Details of 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Metabolomics reveals potential biomarkers of rice gall midge (Orseolia oryzae) interactions was written by Chen, Can;Zhang, Zong-qiong;Xia, Xiu-zhong;Yang, Xing-hai;Nong, Bao-xuan;Zhang, Xiao-li;Xu, Zhi-jian;Li, Dan-ting;Guo, Hui;Feng, Rui. And the article was included in Nanfang Nongye Xuebao in 2021.Quality Control of (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol This article mentions the following:

[Objective] To detect differential levels of metabolites between rice gall midge (RGM)-resistant and -susceptible rice materials to provide a theor. basis for analyzing rice-RGM interaction and assist in the development of green controls of RGM in rice. [Method] GXM-001-2 (high resistance) and TN1 (high susceptibility) were inoculated with RGM and liquid chromatog.-mass spectrometry was employed to detect changes in metabolite levels after 48 h. [Result] 330 metabolites were detected, of which 155 were known metabolites. TN1 displayed a much higher number of up-regulated metabolites after RGM infection than in GXM-001-2, where metabolites were largely down-regulated. The anal. of potential biochem. markers of rice infected by RGM showed that differentially regulated metabolites could be classified into four categories associated with resistance (n=16), susceptibility (n=16), infection (n=7) and host characteristics (n=3). Biochem. markers and fold change anal. showed that the resistance category included 1-aminocyclopropanicarboxylic acid, 3-phosphoglyceric acid, eicosanoic acid, 6-methylvitamin D, glutamic acid, phytol and tyrosine of which, the latter 4 were upregulated. Compounds associated with susceptibility included 2-hexketoic acid, 3-phenyllactic acid, 6-hydroxy hexanoic acid and other substances, of which 7 substances, including 6-hydroxy hexanoic acid, glucose and piceatannol, were downregulated. The characteristic compounds of infection included 4-aminobutyric acid, galactonic acid, propanedioic acid and adenine, uridine, propanedioic acid, and 纬-aminobutyric acid showed similar up or down trends in GXM-001-2 and TN1. The host characteristic substances consisted of isoleucine, hexadecanoic acid and cycloleucine, with the former two substances at significantly higher levels in GXM-001-2 relative to TN1 (P<0.05). [Conclusion] Under rice RGM condition, 16, 16, 7 and 3 metabolites associated with resistance, susceptibility, infection and host characteristics, resp., were selected. Of these, fatty acids and their derivatives (hexadecanoic acid, eicosanoic acid, tetradecanoic acid and 尾-hydroxytetradecanoic acid), amino acids (glutamic acid, tyrosine, phenylalanine and 纬-aminobutyric acid), phenolic acids (ferulic acid), terpenoids (phyllol) and amines (acetanilide, benzylamine and lactamide) are the most important potential biomarkers of RGM infection, which could play important roles in plant insect defense responses. In the experiment, the researchers used many compounds, for example, (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6Quality Control of (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol).

(E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol (cas: 10083-24-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Quality Control of (E)-4-(3,5-Dihydroxystyryl)benzene-1,2-diol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

High toughness of blood compatible polymer and 3D printing was written by Asai, Fumio;Nagoya, Chembio. And the article was included in Kobunshi in 2022.Quality Control of Diethyleneglycoldiacrylate This article mentions the following:

In Japan today, the era of 100-yr life expectancy is fast approaching as the average life expectancy of the Japanese people increases year by year. Realization of new therapeutic techniques in the medical field is indispensable for the formation of a healthy and long-lived society, and research and development of medical polymer materials that can meet unmet medical needs is important. Against this background, in this study, we combined different materials, i.e., polymers and Japanese inorganic particles, to create medical polymer with self-adhesive properties for the realization of small-diameter artificial blood vessels. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Quality Control of Diethyleneglycoldiacrylate).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.Quality Control of Diethyleneglycoldiacrylate

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts