Month: November 2022

《Boundary lubrication: adsorption of oil additives on steel and ceramic surfaces and its influence on friction and wear》 was written by Studt, P.. Synthetic Route of C18H38O And the article was included in Tribology International on April 30 ,1989. The article conveys some information:

The influence on the friction of adsorbed films of polar organic compounds on surfaces sliding or rolling over each other is dependent on the structure of the adsorbed species. Straight-chain compounds with polar end groups, long chain compounds with the polar group in the middle of the chain and polar cyclic organic compounds behave quite differently. The efficiency of extreme pressure additives, is dependent partly on their concentration on the mating surfaces. An increase of adsorbability of these additives, which concentrates them at the metal-oil interface, increases their efficiency. The boundary lubrication of ceramics by adsorbed films is strongly influenced by the nature of the ceramic (ion lattice or covalently bonded crystal). The experimental part of the paper was very detailed, including the reaction process of Octadecan-9-ol(cas: 591-70-8Synthetic Route of C18H38O)

Octadecan-9-ol(cas: 591-70-8) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Synthetic Route of C18H38O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Cu-Catalyzed Dehydrogenative C-O Cyclization for the Synthesis of Furan-Fused Thienoacenes》 was written by Mitsudo, Koichi; Kobashi, Yoshiaki; Nakata, Kaito; Kurimoto, Yuji; Sato, Eisuke; Mandai, Hiroki; Suga, Seiji. Category: alcohols-buliding-blocksThis research focused onthiophenyl phenol copper catalyst dehydrogenative cyclization coupling; furan fused thienoacene preparation. The article conveys some information:

The first Cu-catalyzed dehydrogenative C-O cyclization for the synthesis of furan-fused thienoacenes is described. A variety of heteroacenes including a thieno[3,2-b]furan or a thieno[2,3-b]furan skeleton were synthesized by intramol. C-H/O-H coupling. The use of a mixed solvent of N-methyl-2-pyrrolidone, ethylene glycol monomethyl ether, and toluene was essential for suppressing side reactions and efficiently promoting the reaction. Double C-O cyclization was also conducted to afford highly π-expanded furan-fused thienoacenes. In the part of experimental materials, we found many familiar compounds, such as 2-Hydroxyphenylboronic acid(cas: 89466-08-0Category: alcohols-buliding-blocks)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA), a synthetic molecule applied in RNA affinity chromatography, is able to form reversible covalent ester bonds with 1,2- or 1,3-cis-doils on the ribose ringCategory: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Influence of temperature variations on the intensities of absorption bands in the infrared spectra of aliphatic compounds》 was published in Spectrochimica Acta in 1957. These research results belong to Dijkstra, G.. Electric Literature of C10H14O2 The article mentions the following:

Marked changes occur in band intensities throughout the spectra of aliphatic long-chain mols. when liquid samples of these are heated to temperatures up to 200°. In all cases the band intensities are reduced with increasing temperatures, the changes being reversible. These reductions vary considerably from one band to another. The fatty acid dimers form an exception, which, however, can be readily explained. In these substances the C:O stretching band at 1715 cm.-1 gradually disappears on heating, and is replaced by the C:O stretching band of the monomers at 1765 cm.-1 In the experiment, the researchers used many compounds, for example, 4-Butylbenzene-1,2-diol(cas: 2525-05-5Electric Literature of C10H14O2)

4-Butylbenzene-1,2-diol(cas: 2525-05-5) belongs to organoboron compounds. Organoboron compounds are versatile intermediates and as such are some of the most important classes of reagents in modern organic chemistry. Organoboron compounds are less toxic than organostannane reagents, and unlike alkynylzinc and magnesium, many organoboron compounds possess remarkable oxidative and thermal stabilities. Electric Literature of C10H14O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Manganese complex-catalyzed oxidation and oxidative kinetic resolution of secondary alcohols by hydrogen peroxide》 was published in Chemical Science in 2017. These research results belong to Miao, Chengxia; Li, Xiao-Xi; Lee, Yong-Min; Xia, Chungu; Wang, Yong; Nam, Wonwoo; Sun, Wei. Recommanded Product: (3-Chlorophenyl)(phenyl)methanol The article mentions the following:

The highly efficient catalytic oxidation and oxidative kinetic resolution (OKR) of secondary alcs. has been achieved using a synthetic manganese catalyst with low loading and hydrogen peroxide as an environmentally benign oxidant in the presence of a small amount of sulfuric acid as an additive. The product yields were high (up to 93%) for alc. oxidation and the enantioselectivity was excellent (>90% ee) for the OKR of secondary alcs. Mechanistic studies revealed that alc. oxidation occurs via hydrogen atom (H-atom) abstraction from an α-CH bond of the alc. substrate and a two-electron process by an electrophilic Mn-oxo species. D. functional theory calculations revealed the difference in reaction energy barriers for H-atom abstraction from the α-CH bonds of R- and S-enantiomers by a chiral high-valent manganese-oxo complex, supporting the exptl. result from the OKR of secondary alcs. In the experiment, the researchers used many compounds, for example, (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Recommanded Product: (3-Chlorophenyl)(phenyl)methanol)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.Recommanded Product: (3-Chlorophenyl)(phenyl)methanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Twist to Boost: Circumventing Quantum Yield and Dissymmetry Factor Trade-Off in Circularly Polarized Luminescence》 was written by Lee, Sumin; Lee, Yongmoon; Kim, Kyungmin; Heo, Seunga; Jeong, Dong Yeun; Kim, Sangsub; Cho, Jaeheung; Kim, Changsoon; You, Youngmin. Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olThis research focused ontwist boost circumventing quantum yield dissymmetry factor trade off. The article conveys some information:

Circularly polarized luminescence (CPL) enables promising applications in asym. photonics. However, the performances of CPL mols. do not yet meet the requirements of these applications. The shortcoming originates from the trade-off in CPL between the photoluminescence quantum yield (PLQY) and the photoluminescence dissymmetry factor (gPL). In this study, we developed a mol. strategy to circumvent this trade-off. Our approach takes advantage of the strong propensity of [Pt(N^C^N)Cl], where the N^C^N ligand is 1-(2-oxazoline)-3-(2-pyridyl)phenylate, to form face-to-face stacks. We introduced chiral substituents, including (S)-Me, (R)- and (S)-iso-Pr, and (S)-indanyl groups, into the ligand framework. This asym. control induces torsional displacements that give homohelical stacks of the Pt(II) complexes. X-ray single-crystal structure analyses for the (S)-iso-Pr Pt(II) complex reveal the formation of a homohelical dimer with a Pt···Pt distance of 3.48 Å, which is less than the sum of the van der Waals radii of Pt. This helical stack elicits the metal-metal-to-ligand charge-transfer (MMLCT) transition that exhibits strong chiroptical activity due to the elec. transition moment making an acute angle to the magnetic transition moment. The PLQY and gPL values of the MMLCT phosphorescence emission of the (S)-iso-Pr Pt(II) complex are 0.49 and 8.4 x 10-4, which are improved by factors of ca. 6 and 4, resp., relative to the values of the unimol. emission (PLQY, 0.078; gPL, 2.4 x 10-4). Our photophys. measurements for the systematically controlled Pt(II) complexes reveal that the CPL amplifications depend on the chiral substituent. Our investigations also indicate that excimers are not responsible for the enhanced chiroptical activity. To demonstrate the effectiveness of our approach, organic electroluminescence devices were fabricated. The MMLCT emission devices were found to exhibit simultaneous enhancements in the external quantum efficiency (EQE, 9.7%) and the electroluminescence dissymmetry factor (gEL, 1.2 x 10-4) over the unimol. emission devices (EQE, 5.8%; gEL, 0.3 x 10-4). These results demonstrate the usefulness of using the chiroptically active MMLCT emission for achieving an amplified CPL. After reading the article, we found that the author used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn June 8, 2020, Yildirim, Ayhan; Goeker, Mustafa published an article in ChemistrySelect. The article was 《D-Fructose-Derived Acetonide as a Green Neutral Organocatalyst for Proficient One-Pot and Three-Component Preparation of 1,3-Benzoxazine Monomers》. The article mentions the following:

A series of 1,3-benzoxazine monomers were successfully synthesized by simple one-pot and three-component condensation of phenol, paraformaldehyde and varying types of primary aliphatic and aromatic amines in a molar ratio of 1 : 2 : 1 and in the presence of non-acidic 2,3;4,5-di-O-isopropylidene-β-D-fructopyranose as an effective green carbohydrate based organocatalyst obtained from renewable feedstock. This multicomponent method provided a convenient fast approach for the construction of valuable 1,3-benzoxazine monomers (8 examples) with moderate to excellent yields. The chem. structures of the synthesized benzoxazines were confirmed by FTIR, 1H NMR, 13C NMR spectra and elemental anal. The experimental part of the paper was very detailed, including the reaction process of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Category: alcohols-buliding-blocksOn October 2, 2020 ,《Trans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives》 was published in ACS Catalysis. The article was written by Wollenburg, Marco; Heusler, Arne; Bergander, Klaus; Glorius, Frank. The article contains the following contents:

A trans-selective arene hydrogenation of abundant phenol derivatives catalyzed by a com. available heterogeneous palladium catalyst was reported. The described method tolerates a variety of functional groups and provides access to a broad scope of trans-configurated cyclohexanols as potential building blocks for life sciences and beyond in a one-step procedure. The transformation is strategically important because arene hydrogenation preferentially delivers the opposite cis-isomers. The diastereoselectivity of the phenol hydrogenation can be switched to the cis-isomers by employing rhodium-based catalysts. Moreover, a protocol for the chemoselective hydrogenation of phenols to cyclohexanones was developed. In the experiment, the researchers used trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Category: alcohols-buliding-blocks)

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) enhances pulmonary surfactant production and stimulates ciliary activity.Category: alcohols-buliding-blocks It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Name: (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diolOn October 28, 2002 ,《Electronic Differences between Coordinating Functionalities of Chiral Phosphine-Phosphites and Effects in Catalytic Enantioselective Hydrogenation》 was published in Organometallics. The article was written by Suarez, Andres; Mendez-Rojas, Miguel A.; Pizzano, Antonio. The article contains the following contents:

A convenient synthesis of new chiral phosphine-phosphites (P-OP) was described. The versatility of the synthetic protocol developed gave ligands with different phosphine fragments and the choice of the stereogenic element location. Analyses of the values of 1JPSe of the corresponding diselenides are in accord with the expected lower σ-donor ability of the phosphite fragment, with respect to the phosphine group, and with an increase of phosphine basicity after substitution of Ph substituents by Me groups. Inspection of υ(CO) values on complexes RhCl(CO)(P-OP) demonstrated a variable π-acceptor ability of the phosphite group, compensating for the change of basicity of the phosphine functionality, as well as having a rather reduced electron d. at the metal center compared with diphosphine analogs. The distinct nature of the P functionalities also was evidenced in Rh-catalyzed enantioselective hydrogenation of Me Z-α-acetamidocinnamate (MAC). Thus, the coordination mode of the substrate is governed by the chiral ligand, directing the olefinic bond to a cis position with respect to the phosphite group, as demonstrated by NMR studies performed with [Rh(P-OP)(MAC)]+ complexes. In consequence, the phosphite group has a greater impact on the enantioselectivity of the product. However, the optical purity of the process also depends on the nature of the phosphine group, and hence, an appropriate election of both P functionalities is required for the attainment of excellent enantioselectivities (99% ee). After reading the article, we found that the author used (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Name: (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol)

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.Name: (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of (3-Chlorophenyl)(phenyl)methanolOn March 9, 2000, Ohkuma, Takeshi; Koizumi, Masatoshi; Ikehira, Hideyuki; Yokozawa, Tohru; Noyori, Ryoji published an article in Organic Letters. The article was 《Selective Hydrogenation of Benzophenones to Benzhydrols. Asymmetric Synthesis of Unsymmetrical Diarylmethanols》. The article mentions the following:

Trans-RuCl2[P(C6H4-4-CH3)3]2(NH2CH2CH2NH2) acts as a highly effective precatalyst for the hydrogenation of a variety of benzophenone derivatives to benzhydrols that proceeds smoothly at 8 atm and 23-35 °C in 2-propanol containing t-C4H9OK with a substrate/catalyst ratio of 2000-20000. Use of a BINAP/chiral diamine Ru complex effects asym. hydrogenation of various ortho-substituted benzophenones and benzoylferrocene to chiral diarylmethanols with consistently high ee. In the experiment, the researchers used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Reference of (3-Chlorophenyl)(phenyl)methanol)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Reference of (3-Chlorophenyl)(phenyl)methanol Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Natural Product Research included an article by Feng, Jie; Zhao, Danyang; Xu, Qiannan; Liu, Xiangzhong; Zhou, Mi; Ye, Xiansheng; Lin, Ting; Wang, Guanghui; Sun, Cuiling; Ding, Rong; Tian, Wenjing; Chen, Haifeng. HPLC of Formula: 54-17-1. The article was titled 《A new phenolic glycoside from Trollius chinensis Bunge with anti-inflammatory and antibacterial activities》. The information in the text is summarized as follows:

A undescribed phenolic glycoside, trochinenol A, was isolated from the flowers of Trollius chinensis Bunge and the structure was identified by spectroscopic methods. Its anti-inflammatory and antibacterial effects were investigated by broth microdilution and NF-κB reporter gene assays. Consequently, compound exhibited an appreciable effect against Staphylococcus aureus with the MIC value of 6.25μg/mL. Besides, it showed moderate effect against TNFα-induced activation of NF-κB pathway. The experimental process involved the reaction of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1HPLC of Formula: 54-17-1)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is oxidized in various tissues under either aerobic or anaerobic conditions through glycolysis; the oxidation reaction produces carbon dioxide, water, and ATP.HPLC of Formula: 54-17-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts