Month: February 2023

Ruthenium Catalyzed N-Alkylation of Cyclic Amines with Primary Alcohols was written by Savela, Risto;Vogt, Dieter;Leino, Reko. And the article was included in European Journal of Organic Chemistry in 2020.SDS of cas: 1777-82-8 This article mentions the following:

A robust alc. amination protocol using common saturated amines and primary alcs. as starting materials is described. The reactions are catalyzed by combination of dichloro(p-cymene)ruthenium(II) dimer precatalyst with triphenylphosphine ligand, with the excess alc. substrate or toluene functioning as the solvent. The catalyst and ligand residues can be precipitated from the reaction media by addition of hexane or cold di-Et ether, followed by precipitation and isolation of the product as a hydrochloride salt. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8SDS of cas: 1777-82-8).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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.SDS of cas: 1777-82-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Microwave-Assisted In Situ Synthesis of Poly L-Lactic Acid with Nanoparticles of Calcium Phosphate was written by Pandey, Anurag;Aswath, Pranesh. And the article was included in International Journal of Polymeric Materials in 2010.Category: alcohols-buliding-blocks This article mentions the following:

A microwave reactor was used to polymerize lactic acid and/or calcium lactate in the presence of phosphoric acid or ammonium hydrogen phosphate. The polar nature of lactic acid makes it a strong absorber of microwave radiation, and when present in a nonpolar solvent such as chloroform, it is possible to conduct the polymerization reaction in a microwave reactor. Using calcium lactate and ammonium hydrogen phosphate it is possible to create nanoparticles of calcium phosphate within the matrix of poly lactic acid in situ during the polymerization FTIR spectroscopy and gel permeation chromatog. were used to follow the polymerization process, and TEM was used to determine the size distribution of the calcium phosphate particles. In the experiment, the researchers used many compounds, for example, Calcium 2-hydroxypropanoate pentahydrate (cas: 5743-47-5Category: alcohols-buliding-blocks).

Calcium 2-hydroxypropanoate pentahydrate (cas: 5743-47-5) 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. 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.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

1-(Heteryloxy)silatranes was written by Iovel, I.;Golomba, L.;Popelis, J.;Grinberga, S.;Lukevics, E.. And the article was included in Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) in 2000.Safety of 6-Methyl-2-pyridinemethanol This article mentions the following:

Novel heterocyclic 1-derivatives I of silatranes were obtained [R = Et, PhCH₂, 2-tetrahydrofurfuryl, 3-pyridinyl, and (6-methyl-2-pyridyl)methyl -]. The optimal synthetic method for these compounds is transesterification of tetraethoxysilane by an equimolar mixture of triethanolamine and a heterocyclic (or aromatic) hydroxyl-containing compound E.g., heating 0.01 mol each PhCH₂OH, N(CH₂CH₂OH)₃ and Si(OEt)₄ in 14 mL xylene containing 0.2 g KOH at (120-130°) gave 1-benzyloxysilatrane I (R = PhCH₂) in 75% yield. In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0Safety of 6-Methyl-2-pyridinemethanol).

6-Methyl-2-pyridinemethanol (cas: 1122-71-0) 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. 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.Safety of 6-Methyl-2-pyridinemethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A Fully Biobased Aromatic Polyester Polyol for Polyisocyanurate Rigid Foams: Poly(diethylene furanoate) was written by Rhein, Michael;Demharter, Anton;Felker, Benjamin;Meier, Michael A. R.. And the article was included in ACS Applied Polymer Materials in 2022.Reference of 111-46-6 This article mentions the following:

Aromatic polyester polyols are often used in polyurethane rigid foam (PUR) and polyisocyanurate (PIR) synthesis, since they offer higher rigidity than polyether polyols. Herein, a route toward fully biobased aromatic polyester polyols was investigated using sugar-based 2,5-furandicarboxylic acid (FDCA) and diethylene glycol (DEG), enabling a direct one-step synthesis of a fully biobased aromatic polyester polyol, poly(diethylene furanoate) (PDEF), for applications in PIR rigid foam. Therefore, reaction conditions were optimized to obtain PDEF as a processable polyol with OH values and remaining unreacted DEG similar to a com., petroleum-based polyol. The processability was improved by either copolymerizing 10-20 mol % of a biobased aliphatic dicarboxylic acid, like succinic acid (SA) or adipic acid (AA), maintaining the fully biobased character of the polyol, or copolymerization with phthalic acid. The fully biobased polyester polyols were successfully prepared on a 100 g scale of dicarboxylic acids. Subsequent application in PIR rigid foam showed similar d., thermal conductivity, flame behavior, and compressive strength if compared to the rigid foam obtained from a com. polyol. Thus, fully biobased PDEF can substitute petroleum-based aromatic polyester polyols in PIR applications. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Reference of 111-46-6).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) 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. 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 111-46-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

White-rot fungus-mediated degradation of the analgesic ketoprofen and identification of intermediates by HPLC-DAD-MS and NMR was written by Marco-Urrea, Ernest;Perez-Trujillo, Miriam;Cruz-Morato, Carles;Caminal, Gloria;Vicent, Teresa. And the article was included in Chemosphere in 2010.Synthetic Route of C16H16O3 This article mentions the following:

Ketoprofen is a nonsteroidal anti-inflammatory drug that has been detected in the environment in the range of ng L^-1-μg L^-1 due to its low degradability in some wastewater treatment plants. In this study, the use of the white-rot fungus Trametes versicolor to effectively degrade ketoprofen in a defined liquid medium was assessed. The fungus eliminated ketoprofen to nondetectable levels in 24 h when it was added at 10 mg L^-1 whereas at low concentration of 40 μg L^-1 it was almost completely removed (95%) after 5 h. Low extracellular laccase activity was detected in the T. versicolor cultures but the addition of the laccase-mediator system did not lead to ketoprofen oxidation The cytochrome P 450 inhibitor 1-aminobenzotriazole reduced ketoprofen oxidation These data suggest that the first oxidation step is cytochrome P 450 mediated. During time-course degradation experiments, three intermediates were structurally elucidated and quantified by HPLC-DAD-MS and NMR: 2-[3-(4-hydroxybenzoyl)phenyl]-propanoic acid, 2-[(3-hydroxy(phenyl)methyl)phenyl]-propanoic acid, and 2-(3-benzoyl-4-hydroxyphenyl)-propanoic acid. The latter was reported for the first time in biol. systems. After 7 d of incubation, only small amounts of 2-[(3-hydroxy(phenyl)methyl)phenyl]-propanoic acid (0.08 mg) remained in the liquid medium in comparison with the initial ketoprofen dose (1.0 mg), suggesting possible mineralization of ketoprofen. In the experiment, the researchers used many compounds, for example, 2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6Synthetic Route of C16H16O3).

2-(3-(Hydroxy(phenyl)methyl)phenyl)propanoic acid (cas: 59960-32-6) 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. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Synthetic Route of C16H16O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Three-dimensional superlattices based on unusual chalcogenide supertetrahedral In-Sn-S nanoclusters was written by Wang, Wei;Wang, Xiang;Zhang, Jiaxu;Yang, Huajun;Luo, Min;Xue, Chaozhuang;Lin, Zhien;Wu, Tao. And the article was included in Inorganic Chemistry in 2019.Synthetic Route of C4H11NO This article mentions the following:

Reported here are two novel metal chalcogenide superlattices built from unusual supertetrahedral TO2-InSnS clusters. With regard to only one previously reported case of a TO2-InS-based 2D-layered structure, such a combination of In-Sn-S components is thought to be reasonable for leading to the first observation of 3D superlattices based on TO2-InSnS clusters. Besides, these title semiconducting materials also display good performance on the electrocatalytic oxygen reduction reaction. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Synthetic Route of C4H11NO).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) 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.Synthetic Route of C4H11NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ketene and its derivatives. II. Reaction of methylpyridine 1-oxide and methylquinoline 1-oxide with ketene was written by Kato, Tetsuzo;Goto, Yoshinobu;Yamamoto, Yutaka. And the article was included in Yakugaku Zasshi in 1962.SDS of cas: 1122-71-0 This article mentions the following:

Reaction of CH₂:CO (produced from decomposition of Me₂CO by a ketene generator) and 4-picoline 1-oxide and fractionation of the product gave 5% 4-pyridinemethanol, b₁₅ 117-18°, 0.3% 4-methyl-3-pyridinol, m. 117-20°, and 4% 4-picoline. Similarly, 2,6-lutidine 1-oxide yielded 33% 6-methyl-2-pyridinemethanol (picrate m. 132-4°), 17% 3-hydroxy-2,6-lutidine, m. 205-7°, and 4% 2,6-lutidine; 4-nitro-2,6-lutidine 1-oxide yielded 8% 4-nitro-6-methyl-2-pyridinemethanol, m. 118-19°, 2% 4-hydroxy-6-methyl-2-pyridinemethanol (HCl salt m. 225-7°), and 3% 4-nitro-2,6-lutidine [picrate, m. 194° (decomposition)]; quinaldine 1-oxide yielded 16% 2-quinolinemethanol, b₄ 145-60° (picrate, m. 154-6°), and α,α’-bis(2-quinolinemethanol), m. 215° (decomposition); lepidine 1-oxide yielded 4% 3-hydroxylepidine (picrate m. 209-10°). 3-Picoline 1-oxide, 4-nitropyridine 1-oxide, and 4-nitro-2-picoline 1-oxide gave no reaction product with CH₂:CO. In the experiment, the researchers used many compounds, for example, 6-Methyl-2-pyridinemethanol (cas: 1122-71-0SDS of cas: 1122-71-0).

6-Methyl-2-pyridinemethanol (cas: 1122-71-0) 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. 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.SDS of cas: 1122-71-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones was written by Zhang, Lin;Zhang, Ling;Chen, Qian;Li, Linlin;Jiang, Jian;Sun, Hao;Zhao, Chong;Yang, Yuanyong;Li, Chun. And the article was included in Organic Letters in 2022.Name: (S)-1-(2-Fluorophenyl)ethanol This article mentions the following:

Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands I [R = cyclohexyl, Ph, 2-MeOC₆H₄, etc.; R¹ = H, MeO] was developed in two steps. By combining [Ir(COD)Cl]₂, 39 ketones including aromatic, heteroaryl, and alkyl ketones were hydrogenated, all affording valuable chiral secondary alcs. with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, DFT and an activating model involving trihydride was verified. In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Name: (S)-1-(2-Fluorophenyl)ethanol).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Name: (S)-1-(2-Fluorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthesis and characterization of poly [N-acryloyl-(D/L), (+/-)-phenylalanine-co-(D/L), (-/+)N-methacryloyloxyethyl-N’-2-hydroxybutyl(urea)] copolymers was written by Buruiana, Emil C.;Murariu, Mioara;Buruiana, Tinca. And the article was included in Central European Journal of Chemistry in 2014.SDS of cas: 5856-63-3 This article mentions the following:

Two monomers of (D/L), (+/-)-N-methacryloyloxyethyl-N’-2-hydroxybutyl(urea) methacrylate (D/L-MABU) type were prepared and further polymerized through free radical polymerization with optically active monomers containing phenylalanine sequences such as N-acryloyl-(D/L), (-/+)-phenylalanine (A-D/L-Phe). The resulting copolymers, i.e., poly[N-acryloyl-(D/L), (-/+)-phenylalanine-co-(D/L), (+/-)-N-methacryloyloxyethyl-N’-2-hydroxybutyl(urea)], A-D/L-Phe-co-D/L-MABU, were characterized by FT-IR, 1D/2D NMR (¹H and ¹³C), UV-vis, and CD (CD) spectroscopies, differential scanning calorimetry (DSC), and gel permeation chromatog. (GPC). The copolymers obtained with a molar fraction of 0.76: 0.24 / 0.64: 0.36 monomer units had optical rotation values of -25° and +15° resp. Upon chem. modification of the phenylalanine-based copolymers with fluorescein-isothiocyanate, new fluorescent copolyacrylates (A-D/L-Phe-co-D/L-MABU-F) were synthesized and further studied for pH measurements in DMF solutions using HCl and NaOH 10^-1M. It was found that stereoselectivity of the A-L-Phe-co-L-MABU-F copolymer is higher than of its dextro-form, especially at basic pH. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3SDS of cas: 5856-63-3).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) 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. 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.SDS of cas: 5856-63-3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Copper-Catalyzed Aerobic Oxidative Cyclization Cascade to Construct Bridged Skeletons: Total Synthesis of (-)-Suaveoline was written by Tan, Qiuyuan;Yang, Zhao;Jiang, Dan;Cheng, Yuegang;Yang, Jiao;Xi, Song;Zhang, Min. And the article was included in Angewandte Chemie, International Edition in 2019.SDS of cas: 60666-70-8 This article mentions the following:

Based on the discovery of copper-catalyzed cyclopropanol ring-opening addition to iminium ions, an unprecedented catalytic aerobic C-H oxidation/cyclopropanol cyclization cascade using CuCl₂ as the multifunctional catalyst and air as the oxidant was developed to construct the azabicyclo[3.3.1]nonane skeleton, which is widespread in natural products and medicines. Using this method, concise asym. total synthesis of the indole alkaloid (-)-suaveoline was achieved. This study not only provides an efficient, low-cost, and environmentally benign method for constructing such bridged frameworks, but also enriches the realm of cyclopropanol chem. and C-H functionalization. In the experiment, the researchers used many compounds, for example, (2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8SDS of cas: 60666-70-8).

(2-Bromo-5-chlorophenyl)methanol (cas: 60666-70-8) 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.SDS of cas: 60666-70-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts