Month: October 2022

Application In Synthesis of 2,6-PyridinedimethanolIn 2020 ,《Thermally-Stable Imidazolium Dicationic Ionic Liquids with Pyridine Functional Groups》 was published in ACS Sustainable Chemistry & Engineering. The article was written by Clarke, Coby J.; Bui-Le, Liem; Hallett, Jason P.; Licence, Peter. The article contains the following contents:

Thermally-stable ionic liquids (ILs) have limited structural possibilities and lack coordinating anions or functional groups. Thermal stability effectively incurs a tunability penalty, limiting ionic liquid function to render them as simple heat-stable fluids. In this work, a series of new thermally-stable dicationic ionic liquids with pyridine functional groups, abbreviated [(C8ImC1)2Py][A]2, are presented and compared to nonfunctional geminal dicationic ILs. All ILs have been thermally characterized to understand their elevated temperature stabilities and the processes that lead to their decomposition Importantly, functional [(C8ImC1)2Py][A]2 with noncoordinating anions (i.e., [NTf2]-) have thermal stabilities comparable to those of geminal dicationic ILs, with the added advantage of a functional pyridine moiety. Dissolution of Zn[NTf2]2 in [(C8ImC1)2Py][NTf2]2 is demonstrated, and the resulting solutions are characterized to show their liquid properties, high thermal stabilities, and the coordination of the metal center to the functional group. This is the first example of a thermally-stable functional IL with the potential to reclaim the tunable, task-specific nature of ILs at elevated temperatures Importantly, these properties open new avenues for high-temperature applications of IL by extending their operational ranges; catalysis, metal remediation, and separation-based applications are potential key areas of improvement. A thermally-stable, functional ionic liquid is described that can extend the operating ranges of task-specific ionic liquids In addition to this study using 2,6-Pyridinedimethanol, there are many other studies that have used 2,6-Pyridinedimethanol(cas: 1195-59-1Application In Synthesis of 2,6-Pyridinedimethanol) was used in this study.

2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Application In Synthesis of 2,6-Pyridinedimethanol

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《Chiral Organomagnesiates as Dual Reagents for Bromine-Magnesium Exchange of 2-Bromopyridine and Access to Chiral α-Substituted 2-Pyridylcarbinols》 was published in European Journal of Organic Chemistry in 2012. These research results belong to Catel, Delphine; Chevallier, Floris; Mongin, Florence; Gros, Philippe C.. Synthetic Route of C24H34O2 The article mentions the following:

Magnesiates generated from butyllithium, butylmagnesium chloride, and racemic or nonracemic diols such as rac-BINOL or (R,R)-TADDOL chemoselectively metalated 2-bromopyridine; reaction of the intermediate metalated pyridine with aldehydes yielded α-substituted 2-pyridinemethanols chemoselectively in 58-85% yields. Using a magnesiate derived from (R,R)-TADDOL, dibutylmagnesium, and butyllithium, 2-bromopyridine underwent enantioselective metal-bromine exchange and addition to 4-methoxybenzaldehyde to give α-(4-methoxyphenyl)-2-pyridinemethanol in 28% yield and in 76% ee. In addition to this study using (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol, there are many other studies that have used (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Synthetic Route of C24H34O2) was used in this study.

(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.Synthetic Route of C24H34O2 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).

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Alcohol – Wikipedia,
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《Mesoporous SBA-15@n-Pr-THAM-ZrO organic-inorganic hybrid: as a highly efficient reusable nanocatalyst for the synthesis of polyhydroquinolines and 2,3-dihydroquinazolin-4 (1H)-ones》 was written by Ghorbani-Choghamarani, Arash; Aghavandi, Hamid; Mohammadi, Masoud. Name: 3-HydroxybenzaldehydeThis research focused ontris hydroxymethyl aminomethane zirconium complex supported modified SBA15 preparation; polyhydroquinoline green preparation; benzaldehyde dimedone ethyl acetoacetate ammonium acetate Hantzsch zirconium catalyst; dihydroquinazolinone green preparation; aromatic aldehyde anthranilamide cyclocondensation zirconium mesoporous catalyst. The article conveys some information:

In this work, tris(hydroxymethyl)aminomethane-zirconium complex supported on modified SBA-15 (SBA-15@n-Pr-THMAM-ZrO) prepared as a novel mesoporous catalyst. The structure of this mesoporous catalyst was characterized by XRD, nitroge adsorption-desorption, TEM, TGA, EDS, ICP, X-ray mapping, and SEM techniques. Mesoporous SBA-15@n-Pr-THAM-ZrO nanocatalyst used for the synthesis of polyhydroquinolines I [Ar = Ph, 4-MeC6H4, 4-ClC6H4, etc.] and 2,3-dihydroquinazolin-4 (1h)-ones II [R = H, 4-Cl, 4-OMe, etc.] via Hantzsch reaction/cyclocondensation of aryl benzaldehydes with dimedone, Et acetoacetate, ammonium acetate/anthranilamide. In the experiment, the researchers used 3-Hydroxybenzaldehyde(cas: 100-83-4Name: 3-Hydroxybenzaldehyde)

3-Hydroxybenzaldehyde(cas: 100-83-4) is used as an ionophore, during the development of an highly selective and sensitive PVC membrane sensor, which can be used as a Tb3+ ion selective electrode.Name: 3-Hydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
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《Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1′-diarylbutyl pharmacophore》 was published in Organic & Biomolecular Chemistry in 2018. These research results belong to Mahajani, Nivedita S.; Chisholm, John D.. COA of Formula: C13H11ClO The article mentions the following:

4,4-Diaryl-1-butenes such as Ph2CHCH2CH:CH2 and selected 4-aryl-1-butenes were prepared by allylation of diarylmethyl and electron-rich benzylic trichloroacetimidates such as Ph2CHOC(:NH)CCl3 with allyltributylstannane and allylic stannanes in MeNO2 without the addition of other promoters or catalysts. In the experimental materials used by the author, we found (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3COA of Formula: C13H11ClO)

(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 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.COA of Formula: C13H11ClO

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Alcohol – Wikipedia,
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《Sol-gel derived LaFeO3/SiO2 nanocomposite: synthesis, characterization and its application as a new, green and recoverable heterogeneous catalyst for the efficient acetylation of amines, alcohols and phenols》 was written by Farhadi, Saeed; Jahanara, Kosar; Sepahdar, Asma. Application of 63012-03-3 And the article was included in Journal of the Iranian Chemical Society on August 31 ,2014. The article conveys some information:

LaFeO3/SiO2 nanocomposite was synthesized by the sol-gel process from metal nitrates and tetra-Et orthosilicate (TEOS) as the SiO2 source. The nanocomposite product was characterized by XRD, FT-IR, SEM, and surface area measurements and was used as a heterogeneous catalyst for the efficient acetylation of amines, alcs., and phenols to the corresponding acetates using acetic anhydride under solvent-free conditions. Among the various substrates, acetylation of amines was preceded rapidly, so that an amine group could be selectively acetylated in the presence of alc. or phenolic hydroxyl groups by the appropriate choice of reaction time. The catalyst can also be reused several times without the loss of activity. In addition, the catalytic activity of the LaFeO3/SiO2 nanocomposite was higher than that of the pure LaFeO3 nanoparticles. The method is high yielding, clean, cost effective, compatible with the substrates having other functional groups and very suitable for the practical organic synthesis.(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Application of 63012-03-3) was used in this study.

(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.Application of 63012-03-3 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

《Synthesis of phosphatidic acids via cobalt(salen) catalyzed epoxide ring-opening with dibenzyl phosphate》 was published in Organic & Biomolecular Chemistry in 2022. These research results belong to Andringa, Ruben L. H.; Jonker, Marijn; Minnaard, Adriaan J.. Category: alcohols-buliding-blocks The article mentions the following:

With a CoIII(salen)OTs catalyst, dibenzyl phosphate ring-opens a variety of terminal epoxides with excellent regio-selectively and yields up to 85%. The reaction is used in a highly efficient synthesis of enantiopure mixed-diacyl phosphatidic acids, including a photoswitchable phosphatidic acid mimic. After reading the article, we found that the author used (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Category: alcohols-buliding-blocks)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
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Category: alcohols-buliding-blocksOn June 1, 2018, Gupta, Sampa; Adhikary, Sulekha; Modukuri, Ram K.; Choudhary, Dharmendra; Trivedi, Ritu; Sashidhara, Koneni V. published an article in Bioorganic & Medicinal Chemistry Letters. The article was 《Benzofuran-pyran hybrids: A new class of potential bone anabolic agents》. The article mentions the following:

Benzofuran moiety is an important pharmacophore showing pos. effects on bone health. In the present study, sixteen benzofuran-pyran hybrids were synthesized and were evaluated for their osteogenic effects on primary osteoblast cells isolated from calvaria. Compounds 22 and 24 were found potent in stimulating osteoblast differentiation as assessed by the alk. phosphatase activity. These compounds were also found to be nontoxic to osteoblast cells as compared to the control cells in MTT assay. Further, Alizarin Red-S staining for visualization of calcium nodules demonstrated compounds 22 and 34 as active in enhancing mineralization in osteoblast cells. Addnl., transcriptional anal. of these compounds on osteoblast cells revealed that compound 22 up-regulated the expression of osteogenic genes RUNX2, BMP-2, COL-1, thus substantiating that compound 22 having two geminal Me groups in its R3 position is a potent osteogenic agent. Addnl., compound 22 enhanced the ability of bone marrow stromal cells to differentiate towards osteoblast lineage and therefore can be further studied in vivo in bone loss model. In the experiment, the researchers used many compounds, for example, 5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2Category: alcohols-buliding-blocks)

5-(tert-Butyl)-4-hydroxyisophthalaldehyde(cas: 153759-59-2) belongs to phenols.Category: alcohols-buliding-blocksDeprotonation of a phenol forms a corresponding negative phenolate ion or phenoxide ion, and the corresponding salts are called phenolates or phenoxides (aryloxides according to the IUPAC Gold Book).

Referemce:
Alcohol – Wikipedia,
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Product Details of 2240-88-2On March 22, 2020, Khodja, Maroua; El Kateb, Mejda; Beji, Mohammed; Guittard, Frederic; Darmanin, Thierry published an article in Journal of Colloid and Interface Science. The article was 《Tuning nanotubular structures by templateless electropolymerization with thieno[3,4-b]thiophene-based monomers with different substituents and water content》. The article mentions the following:

Here, templateless electropolymerization is employed to produce nanotubular structures from various thieno[3,4-b]thiophene-based monomers that differ in substituent structure and size, as well as the linker connecting the thieno[3,4-b]thiophene core and substituent. The formation of densely packed vertically aligned are obtained from monomers with a pyrene substituent and when a significant amount of water (CH2Cl2 + H2O) is included in the solvent. The geometrical parameters of the nanotubes are highly dependent on the electopolymn. method. A significant amount of air is trapped within the structure of the densely packed open nanotubes obtained with Qs = 100 mC cm-2 causing an increase in water contact angle (θw) up to 82.6° (intermediate state between the Wenzel and the Cassie-Baxter state), and θw can become even more hydrophobic by further modifying the deposition method or the electrolyte. In the experiment, the researchers used 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2Product Details of 2240-88-2)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.Product Details of 2240-88-2

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Alcohol – Wikipedia,
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Application of 401797-00-0On March 12, 2014, Waki, Minoru; Maegawa, Yoshifumi; Hara, Kenji; Goto, Yasutomo; Shirai, Soichi; Yamada, Yuri; Mizoshita, Norihiro; Tani, Takao; Chun, Wang-Jae; Muratsugu, Satoshi; Tada, Mizuki; Fukuoka, Atsushi; Inagaki, Shinji published an article in Journal of the American Chemical Society. The article was 《A Solid Chelating Ligand: Periodic Mesoporous Organosilica Containing 2,2′-Bipyridine within the Pore Walls》. The article mentions the following:

Synthesis of a solid chelating ligand for the formation of efficient heterogeneous catalysts is highly desired in the fields of organic transformation and solar energy conversion. Here, we report the surfactant-directed self-assembly of a novel periodic mesoporous organosilica (PMO) containing 2,2′-Bipyridine (bpy) ligands within the framework (BPy-PMO) from a newly synthesized organosilane precursor [(i-PrO)3Si-C10H6N2-Si(Oi-Pr)3] without addition of any other silane precursors. BPy-PMO had a unique pore-wall structure in which bipyridine groups were densely and regularly packed and exposed on the surface. The high coordination ability to metals was also preserved. Various bipyridine-based metal complexes were prepared using BPy-PMO as a solid chelating ligand such as Ru(bpy)2(BPy-PMO), Ir(ppy)2(BPy-PMO) (ppy = 2-phenylpyridine), Ir(cod)(OMe)(BPy-PMO) (cod = 1,5-cyclooctadiene), Re(CO)3Cl(BPy-PMO), and Pd(OAc)2(BPy-PMO). BPy-PMO showed excellent ligand properties for heterogeneous Ir-catalyzed direct C-H borylation of arenes, resulting in superior activity, durability, and recyclability to the homogeneous analogous Ir catalyst. An efficient photocatalytic hydrogen evolution system was also constructed by integration of a Ru-complex as a photosensitizer and platinum as a catalyst on the pore surface of BPy-PMO without any electron relay mols. These results demonstrate the great potential of BPy-PMO as a solid chelating ligand and a useful integration platform for construction of efficient mol.-based heterogeneous catalysis systems. The results came from multiple reactions, including the reaction of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Application of 401797-00-0)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) 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.Application of 401797-00-0 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

Computed Properties of C3H6O2On June 11, 2020, Fredo Naciuk, Fabricio; do Nascimento Faria, Jessica; Goncalves Eufrasio, Amanda; Torres Cordeiro, Artur; Bruder, Marjorie published an article in ACS Medicinal Chemistry Letters. The article was 《Development of Selective Steroid Inhibitors for the Glucose-6-phosphate Dehydrogenase from Trypanosoma cruzi》. The article mentions the following:

Chagas disease is a parasitic infection affecting millions of people across Latin America, imposing a dramatic socioeconomic burden. Despite the availability of drugs nifurtimox and benznidazole, lack of efficacy and incidence of side-effects prompt the identification of novel, efficient, and affordable drug candidates. To address this issue, one strategy could be probing the susceptibility of Trypanosoma parasites toward NADP-dependent enzyme inhibitors. Recently, steroids of the androstane group have been described as highly potent but nonselective inhibitors of parasitic glucose-6-phosphate dehydrogenase (G6PDH). In order to promote selectivity, we have synthesized and evaluated 26 steroid derivatives of epiandrosterone, e.g., I, in enzymic assays, whereby 17 compounds were shown to display moderate to high selectivity for T. cruzi over the human G6PDH. In addition, three compounds were effective in killing intracellular T. cruzi forms infecting rat cardiomyocytes. Altogether, this study provides new SAR data around G6PDH and further supports this target for treating Chagas disease. In the part of experimental materials, we found many familiar compounds, such as (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Computed Properties of C3H6O2)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Computed Properties of C3H6O2

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Alcohol – Wikipedia,
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