Month: February 2023

Hydrosilyl group-directed iridium-catalyzed peri-selective C-H borylation of ring-fused (hetero)arenes was written by Sumida, Yuto;Harada, Ryu;Sumida, Tomoe;Hashizume, Daisuke;Hosoya, Takamitsu. And the article was included in Chemistry Letters in 2018.COA of Formula: C16H20B2N2O2 This article mentions the following:

The iridium-catalyzed direct C-H borylation of ring-fused (hetero)arenes afforded borylated products in a peri-selective manner, directed by a proximal hydrosilyl group. Further selective transformations of the boryl and silyl groups enabled the synthesis of various multisubstituted (hetero)arenes, such as 1,8-disubstituted naphthalenes and 3,4-diarylindole. 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: 1214264-88-6COA of Formula: 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. 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.COA of Formula: C16H20B2N2O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ruthenium(II)-Catalyzed Asymmetric Transfer Hydrogenation Using Unsymmetrical Vicinal Diamine-Based Ligands: Dramatic Substituent Effect on Catalyst Efficiency was written by Zhang, Bo;Wang, Hui;Lin, Guo-Qiang;Xu, Ming-Hua. And the article was included in European Journal of Organic Chemistry in 2011.Application of 120121-01-9 This article mentions the following:

The use of unsym. vicinal diamines as ligands for Ru-catalyzed asym. transfer hydrogenation is described. With a SmI₂-mediated cross-coupling protocol, a series of enantiomerically pure unsym. vicinal diamines were readily prepared and examined in the asym. transfer hydrogenation. It was found that an aromatic substituent on the carbon bearing the -NHTs group and a bulky alkyl substituent on the other side, are both very important for the effectiveness of the ligand, suggesting that the substituent has a dramatic effect on the catalyst efficiency. With ligand I, excellent enantioselectivities that are comparable to N-tosyl-1,2-diphenylethane-1,2-diamine (TsDPEN) were achieved. The results provide some helpful information on the mechanism of Ru-catalyzed asym. transfer hydrogenation. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Application of 120121-01-9).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Application of 120121-01-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis, Characterization, and Application in HeLa Cells of an NIR Light Responsive Doxorubicin Delivery System Based on NaYF₄:Yb,Tm@SiO₂-PEG Nanoparticles was written by Alonso-Cristobal, Paulino;Oton-Fernandez, Olalla;Mendez-Gonzalez, Diego;Diaz, J. Fernando;Lopez-Cabarcos, Enrique;Barasoain, Isabel;Rubio-Retama, Jorge. And the article was included in ACS Applied Materials & Interfaces in 2015.Synthetic Route of C7H7NO4 This article mentions the following:

Herein, we present a phototriggered drug delivery system based on light responsive nanoparticles, which is able to release doxorubicin upon NIR light illumination. The proposed system is based on upconversion fluorescence nanoparticles of β-NaYF₄:Yb,Tm@SiO₂-PEG with a mean diameter of 52 ± 2.5 nm that absorb the NIR light and emit UV light. The UV radiation causes the degradation of photodegradable ortho-nitrobenzyl alc. derivates, which are attached on one side to the surface of the nanoparticles and on the other to doxorubicin. This degradation triggers the doxorubicin release. This drug delivery system has been tested “in vitro” with HeLa cells. The results of this study demonstrated that this system caused negligible cytotoxicity when they were not illuminated with NIR light. In contrast, under NIR light illumination, the HeLa cell viability was conspicuously reduced. These results demonstrated the suitability of the proposed system to control the release of doxorubicin via an external NIR light stimulus. In the experiment, the researchers used many compounds, for example, 3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9Synthetic Route of C7H7NO4).

3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9) 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. 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.Synthetic Route of C7H7NO4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

An iron variant of the Noyori hydrogenation catalyst for the asymmetric transfer hydrogenation of ketones was written by Huo, Shangfei;Wang, Qingwei;Zuo, Weiwei. And the article was included in Dalton Transactions in 2020.COA of Formula: C8H9ClO This article mentions the following:

The design of a new iron catalyst for the asym. transfer hydrogenation of ketones R¹C(O)R² [R¹ = Ph, naphthalen-2-yl, 2,3-dihydro-1H-inden-5-yl, etc.; R² = Me, Et, dimethoxymethyl, (dimethylamino)methyl] was reported. This type of iron catalyst combines the structural characteristics of the Noyori hydrogenation catalyst (an axially chiral 2,2′-bis(phosphino)-1,1′-binaphthyl fragment and the metal-ligand bifunctional motif) and an ene(amido) group SA,RP,SS/SA,RP,RR-I (Ar = Ph, 4-methoxyphenyl) that can activate the iron center. After activation by 8 equiv of potassium tert-butoxide, (SA,RP,SS)-I (Ar = Ph (II)) and (SA,RP,SS)-I (Ar = 4-methoxyphenyl) are active but nonenantioselective catalysts for the transfer hydrogenation of acetophenone and α,β-unsaturated aldehydes R³CHO (R³ = 2,6-dimethylhepta-1,5-dien-1-yl, 2-phenylethenyl) are kept at room temperature in isopropanol. A maximum turnover number of 14480 was observed for (SA,RP,SS) (II) in the reduction of acetophenone. The right combination of the stereochem. of the axially chiral 2,2′-bis(phosphino)-1,1′-binaphthyl group and the carbon-centered chiral amine-imine moiety in (SA,RP,RR)-I (Ar = 4-methoxyphenyl) afforded an enantioselective catalyst for the preparation of chiral alcs. R¹/R³CH(R²/H)OH with moderate to good yields and a broad functional group tolerance. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9COA of Formula: C8H9ClO).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. 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: C8H9ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Production of (R)-1-phenylethanols through bioreduction of acetophenones by a new fungus isolate Trichothecium roseum was written by ilbeyaz, Kani;Taskin, Mesut;Kurbanoglu, Esabi B.;Kurbanoglu, Namudar I.;Kilic, Hamdullah. And the article was included in Chirality in 2010.COA of Formula: C8H9FO This article mentions the following:

A total of 120 fungal strains were isolated from soil samples and evaluated in the bioreduction of substituted acetophenones to the corresponding (R)-alcs. Among these strains, isolate Trichothecium roseum EBK-18 was highly effective in the production of (R)-alcs. with excellent enantioselectivity (ee > 99%). Gram scale preparation of (R)-1-phenylethanol is reported. Chirality 2010. © 2009 Wiley-Liss, Inc. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4COA of Formula: C8H9FO).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) 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.COA of Formula: C8H9FO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Antistaphylococcal and biofilm inhibitory activities of Frangula alnus bark ethyl-acetate extract was written by Djukanovic, Stefana;Cvetkovic, Stefana;Loncarevic, Branka;Ljesevic, Marija;Nikolic, Biljana;Simin, Natasa;Bekvalac, Kristina;Kekic, Dusan;Mitic-Culafic, Dragana. And the article was included in Industrial Crops and Products in 2020.Computed Properties of C16H26O7 This article mentions the following:

Since that we are facing with a serious problem of bacterial resistance it is necessary to find a new antibacterial agents in fight with it. Frangula alnus is traditionally used plant but its antibiofilm potential is poorly investigated. The aim of the study was to investigate antibiofilm activity of F. alnus ethyl-acetate extract (FA) toward S. aureus ATCC strains and clin. isolates as well as its influence on respiration in planktonic and biofilm form. The qual. GCxGC-MS and quant. LC-MS/MS anal. revealed that FA extract was rich in phenols and flavonoids and emodin, chatechin, and ester 4-ethoxy benzoic acid were the most dominant components. Results obtained through microdillution assay showed that FA possesses strong antibacterial activity. Furthermore, crystal violet staining of biofilm biomass demonstrated that extract had strong effect on biofilm formation of all tested strains while effect on preformed biofilms was less pronounced. The effect on biofilm was confirmed with SEM where the changes in biofilm structure were noticed. The activity of extract on the consumption of O2 and production of CO2 was monitored using the Micro-Oxymax respirometer. Interestingly, respiration of the most strains was decreased in planktonic form as well as in biofilms. Results obtained in this study are a good basis for further research in order to discover the mechanism of action of the FA extract on connection between biofilm and respiration. In the experiment, the researchers used many compounds, for example, ((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1Computed Properties of C16H26O7).

((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate) (cas: 109-17-1) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Computed Properties of C16H26O7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fluorescent Short-Stranded Helical Foldamers Based on L-shaped Dibenzopyrrolo[1,2-a][1,8]naphthyridine was written by Tateno, Kotaro;Ono, Kosuke;Kawai, Hidetoshi. And the article was included in Chemistry – A European Journal in 2019.Related Products of 1214264-88-6 This article mentions the following:

Helical structures were constructed by using π-spacer-bridged dimers of dibenzopyrrolo[1,2-a][1,8]naphthyridine, which has a highly fluorescent L-shaped π-extended skeleton. Three dimers with biphenylene , phenanthrene , and m-phenylene spacers, as well as a fixed-helical dimer where two quinolone rings were covalently crosslinked, were designed and prepared ¹H NMR and ROESY spectra revealed that dimers adopted helical forms in solution, whereas m-phenylene dimer did not. The helical conformation of phenanthrene dimer was strengthened by addition of either polar or nonpolar solvents to the chloroform solution, which suggested that π-π stacking was the main contributor to the stabilization of the helical structure. All of the dimers, including fixed-helical dimer , emitted fluorescence with high quantum yields (φ=0.79-0.86). 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: 1214264-88-6Related Products of 1214264-88-6).

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. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. 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.Related Products of 1214264-88-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Stereoselective synthesis of functionalized α-amino acids isolated by filtration was written by Sivak, Ivan;Toberny, Michal;Kyselicova, Andrea;Caletkova, Ol’ga;Berkes, Dusan;Jakubec, Pavol;Kolarovic, Andrej. And the article was included in Journal of Organic Chemistry in 2018.Reference of 5856-63-3 This article mentions the following:

Crystallization-induced diastereomer transformation (CIDT) represents a highly appealing and convenient synthetic tool. Despite its numerous advantages, it remains rather rarely used due to its uncertain predictability to occur. Herein, we describe CIDT based on aza-Michael reactions of diversely functionalized (E)-3-acylacrylic acids. This method provides direct access to a broad variety of α-amino acid derivatives in excellent stereochem. purities. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Reference of 5856-63-3).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Reference of 5856-63-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis of 2,2-Disubstituted 2H-Chromenes through Carbon-Carbon Bond Formation Utilizing a [1,2]-Phospha-Brook Rearrangement under Broensted Base Catalysis was written by Kondoh, Azusa;Terada, Masahiro. And the article was included in Chemistry – A European Journal in 2022.Quality Control of (4-Chlorophenyl)methanol This article mentions the following:

A new methodol. for the synthesis of 2,2-disubstituted 2H-chromenes was developed by utilizing the [1,2]-phospha-Brook rearrangement under Broensted base catalysis. Phosphazene P2-tBu efficiently catalyzed the addition reaction of 4H-chromen-4-ols containing a diethoxyphosphoryl group with α,β-unsaturated ketones, which involved the catalytic generation of a carbanion through the [1,2]-phospha-Brook rearrangement and subsequent conjugate addition at the 2-position to afford adducts possessing an alkenylphosphate moiety in a highly diastereoselective manner. Further transformation of the adducts based on a nickel-catalyzed cross-coupling reaction with arylzinc reagents provided densely functionalized 2,2-disubstituted 2H-chromenes. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Quality Control of (4-Chlorophenyl)methanol).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. 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 (4-Chlorophenyl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Changes in flavor, heterocyclic aromatic amines, and quality characteristics of roasted chicken drumsticks at different processing stages was written by Zhang, Lang;Badar, Iftikhar Hussain;Chen, Qian;Xia, Xiufang;Liu, Qian;Kong, Baohua. And the article was included in Food Control in 2022.Quality Control of Oct-1-en-3-ol This article mentions the following:

This study evaluated changes in flavor, heterocyclic aromatic amines (HAAs), and quality characteristics of roasted chicken drumsticks at three different processing stages: marinating (MS), low-temperature roasting (LRS), and high-temperature roasting (HRS). Raw chicken drumsticks (RC) served as the control. Water content and L-value were significantly highest (P < 0.05), whereas a-value and b-value were significantly lowest (P < 0.05) in the HRS sample. Furthermore, the HRS sample had a significantly higher (P < 0.05) pH value than the RC, MS, and LRS samples. A total of 48 different volatile compounds were detected and electronic nose results indicated similar odor profiles between the MS and LRS samples. The LRS and HRS samples had significantly higher (P < 0.05) contents of PhIP, Harman, and Norharman than the RC and MS samples, which can be explained by the higher contents of precursors phenylalanine, tryptophan, and creatinine in the LRS and HRS samples compared to those in the RC and MS samples. Correlation anal. result indicated that the aldehydes and ketones are responsible for the PhIP, Harman, and Norharman formation. These results provide guidance for revealing the flavor and HAA formation of roasted chicken during processing. In the experiment, the researchers used many compounds, for example, Oct-1-en-3-ol (cas: 3391-86-4Quality Control of Oct-1-en-3-ol).

Oct-1-en-3-ol (cas: 3391-86-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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 Oct-1-en-3-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts