Category: alcohols-buliding-blocks

Chang, Gung-Pei published the artcileHigh-performance semiconductors based on oligocarbazole-thiophene derivatives for solution-fabricated organic field-effect transistors, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Thin Solid Films (2013), 291-298, database is CAplus.

Oligocarbazole-thiophenes based on a constant conjugate backbone (carbazole-bithiophene-carbazole) with various n-alkyl chain lengths were prepared for application to organic field-effect transistors (OFETs). The lengths of the n-alkyl substitutions attached on 9-position of carbazole moieties were Me (CCzT2), hexyl (C6CzT2), dodecyl (C12CzT2), and octadecyl (C18CzT2), called CxCzT2. Variations of n-alkyl chain lengths probably figure out the optimization of OFET performance via solution fabrication of the active layer. Before fabricating OFET devices, the thermal, optical, and electrochem. properties of CxCzT2 were fully characterized with TGA, DSC, UV-visible spectroscopy, and cyclic voltammetry to realize the relations of the structure to the properties. After fabricating CxCzT2 on Si/SiO₂ substrates via solution casting, the thin film morphologies were also studied with polarizing optical microscopy, at. force microscopy, and x-ray diffraction to study the structural relation to OFET performance. A higher hole mobility was observed with C12CzT2 (3.6 × 10^-2 cm² V^-1 s^-1) due to its liquid crystal properties, and the hole mobility could be further improved to 1.2 × 10^-1 cm² V^-1 s^-1 by the introduction of a phenyl-self-assembled monolayer on the Si/SiO₂ substrates. The excellent OFET performances of C12CzT2 by solution-fabrication could be considered as a promising candidate for high-end OFET application.

Thin Solid Films published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Corey, E. J. published the artcileA study of the formation of halo amines and cyclic amines by the free radical chain decomposition of N-haloammonium ions (Hofmann-Löffler reaction), Recommanded Product: 4-(Butylamino)butan-1-ol, the publication is Journal of the American Chemical Society (1960), 1657-68, database is CAplus.

cf. Wawzonek and Thelen, CA 44, 9444g; W., et al., CA 46, 2058a. Cyclization of N-halo amines to pyrrolidines by heating in H₂SO₄ was a free-radical chain reaction which was initiated by ultraviolet light or by persulfate and (or) ferrous ions and was inhibited by O. The reaction was acid-catalyzed; the acid most likely accelerated chain-propagation or retarded chain-termination. Five-membered rings were formed almost exclusively. The ease of removal of H from the δ-C involved was tertiary > secondary > primary; there was virtually no competition when different types were present. No pyrrolidines were obtained when the δ-H was tertiary; solvolysis of the intermediate δ-Cl amine apparently predominated. Irradiation of dibutylchloramine in H₂SO₄ did not liberate Cl ion, indicating that a δ-Cl amine was an intermediate. The exptl. data support the Wawzonek mechanism (loc. cit.). For isotope effect and stereochem. studies, some deuteriated amines were synthesized. Valerolactone [66.2% L-(-)isomer, 33.8% D(+)-isomer] (26 g.) and liquid MeNH₂ under N for 7 days in a sealed tube gave 100% crude N-methyl-4-hydroxyvaleramide (I), which with LiAlH₄ gave 39% N-methyl-4-hydroxyamylamine (II), b₈ 97-8°, n²⁵_D 1.4460, [α]²²_D 4.23° (c 10, EtOH). II and p-MeC₆H₄SO₂Cl in pyridine gave 82% (-)-N-methyl-N-(4-p-toluenesulfonoxyamyl)-p-toluenesulfonamide (III), [α]²⁰_D -2.73° (c 10, CHCl₃). Reduction of III with LiAlD₄ gave 73% (-)-methylamylamine-4-d (IV), n²⁵_D 1.4068, α²⁰_D -0.135 ± 0.03° (1 dm.). Cyclization of IV (Coleman, et al., Organic Syntheses Collective volume III, 159(1955)) gave 43% optically inactive 1,2-dimethylpyrrolidine; analysis of the picrate showed 4.88 atom-% D, corresponding to an isotope effect (k_H/k_D) of 3.54 ± 0.5. As a check on the anal. data, 1,2-dimethylpyrrolidine-2-d (V) was synthesized and the isotope effect determined from infrared absorption. 1,2-Dimethyl-2-pyrroline (30 g.), neutralized with 3N HCl and treated with aqueous KCN gave 79% 1,2-dimethyl-2-cyanopyrrolidine (VI), b₃₆ 83-4°, n^22.5_D 1.4447; picrate m. 154.5-6.5° (C₆H₆EtOH). Reduction of VI with LiAlD₄ gave 72% V, b. 94-5°, n²⁵_D 1.4203. From the absorption band at 2040 cm.^-1, the amount of V present in the product from cyclization of IV was determined, giving an isotope effect of 3.42 ± 0.5. N-Butyl-2-pyrrolidone was hydrolyzed with Ba(OH)₂ to 4-butylaminobutyric acid, m. 145-6° (MeOH-Et₂O), which on reduction with LiAlD₄ gave 36% 4-butylaminobutanol-1,1-d₂ (VII), b₁₆ 131-2°, n^24.5_D 1.4508. VII was converted to N-butyl-N-(4-p-toluenesulfonoxybutyl)-p-toluenesulfonamide-4,4-d₂ (oil), which on reduction with LiAlD₄ gave 66% dibutylamine-4,4-d₃ (VIII), b₄₆ 76-7°; HCl salt m. 292-6° (decomposition). Cyclization of VIII after chlorination gave N-butylpyrrolidine, b₅₅ 75°; the infrared absorption showed bands corresponding to N-CD₂– and C-CD₃ groups. The isotope effect for this cyclization, calculated from infrared absorption, was approx. 2.6. Other amine derivatives synthesized for study were as follows. Isocaproyl chloride and amylamine gave 78% N-amylisocaproamide, b_0.35 103-5°, n²²_D 1.4481, which on reduction with LiAlH₄ gave amylisohexylamine, b₁₆ 99-102°, n²²_D 1.4295, yield 81%; HBr salt m. 291-2.5° (decomposition) (dioxane-EtOH). Attempted cyclization of the N-Cl derivative gave no tertiary amines. Similar failure was experienced with butyl-sohexylamine, although HCl was evolved during heating. The product amounted to 0.147 g., b₁₄ about 75°, n^21.8_D 1.4378; HBr salt (IX) m. 162-4° (dioxane). IX was not identical with N-butyl-2,2-dimethylpyrrolidine-HBr nor with N-isohexylpyrrolidine-HBr, which was prepared for comparison by LiAlH₄ reduction of N-isocaproylpyrrolidine [N-isohexylpyrrolidine b₁₅ 79-82°, n²⁵_D 1.4428; HBr salt m. 179-80° (dioxane)].

Journal of the American Chemical Society published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, Recommanded Product: 4-(Butylamino)butan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sedlacko, Erin M. published the artcileMetabolomics reveals primary response of wheat (Triticum aestivum) to irrigation with oilfield produced water, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, the publication is Environmental Research, database is CAplus and MEDLINE.

The reuse of oilfield produced water (PW) for agricultural irrigation has received increased attention for utility in drought-stricken regions. It was recently demonstrated that PW irrigation can affect physiol. processes in food crops. However, metabolomic evaluations are important to further discern specific mechanisms of how PW may contribute as a plant-environmental stressor. Herein, the primary metabolic responses of wheat irrigated with PW and matching salinity controls were investigated. Non-targeted gas chromatog. mass spectrometry (GC-MS) metabolomics was combined with multivariate anal. and revealed that PW irrigation altered the primary metabolic profiles of both wheat leaf and grain. Over 600 compounds (183 annotated metabolites) were detected that varied between controls (salinity control and tap water) and PW irrigated plants. While some of these changed metabolites are related to salinity stress, over half were found to be unique to PW. The primary metabolites exhibiting changes in abundance in leaf and grain tissues were amines/amino acids, organic acids, and saccharides. Metabolite pathway anal. revealed that amino acid metabolism, sugar metabolism, and nitrogen remobilization are all impacted by PW irrigation, independent of regular plant responses to salinity stress. These data, when combined with prior physiol. studies, support a multi-faceted, physio-metabolic response of wheat to the unique stressor imposed by irrigation with PW.

Environmental Research published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C11H22N2O4, Recommanded Product: (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Andersen, Sofie Meng published the artcile3-(Dimethylamino)-1-propylamine: A Cheap and Versatile Reagent for Removal of Byproducts in Carbohydrate Chemistry, Computed Properties of 20880-92-6, the publication is Organic Letters (2015), 17(4), 944-947, database is CAplus and MEDLINE.

Inexpensive 3-(dimethylamino)-1-propylamine (DMAPA) was found to be effective in anomeric deacylation reactions giving 1-O deprotected sugars in high yield as precursors for the formation of imidate glycosyl donors. DMAPA was also found to be useful for removing excess reagents such as benzoyl chloride, tosyl chloride, and 2,2,2-trifluoro-N-phenylacetimidoyl chloride. The deacylation reaction could be conducted in moist THF and did not require chromatog. purification since an acidic wash was sufficient to remove excess reagent and the formed byproduct.

Organic Letters published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((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 the molecular formula is C12H20O6, Computed Properties of 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wollenburg, Marco published the artcileTrans-Selective and Switchable Arene Hydrogenation of Phenol Derivatives, COA of Formula: C13H19Br2ClN2O, the publication is ACS Catalysis (2020), 10(19), 11365-11370, database is CAplus and MEDLINE.

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.

ACS Catalysis published new progress about 23828-92-4. 23828-92-4 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Sodium Channel, name is trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, and the molecular formula is C12H10N2O5, COA of Formula: C13H19Br2ClN2O.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Molina-Bolivar, J. A. published the artcileEffect of NaCl on the Self-Aggregation of n-Octyl β-D-Thioglucopyranoside in Aqueous Medium, Product Details of C14H28O5S, the publication is Journal of Physical Chemistry B (2006), 110(24), 12089-12095, database is CAplus and MEDLINE.

This report investigates the effect of sodium chloride (NaCl) on the micellization, surface activity, and the evolution in the shape and size of n-octyl β-D-thioglucopyranoside (OTG) aggregates. By using surface tension measurements, information was obtained on both changes in the critical micelle concentration and adsorption behavior in the air-liquid interface with the electrolyte concentration These data were used to obtain the thermodn. properties of micellization along with the corresponding adsorption parameters in the air-liquid interface. From extended static and dynamic light scattering measurements, the micelle mol. weight, the mean aggregation number, and the second virial coefficient, the apparent diffusion coefficient and the mean hydrodynamic radius of micelles in a range of NaCl concentrations were obtained. The light scattering data have shown that when the surfactant concentration is lower to 4.5 g/L, only spherical micelles are formed. However, an increase in the surfactant concentration induces an increase in micellar size, suggesting a rodlike growth of the micelles. This deviation of micelle geometry from spherical to rodlike is supported both by the ratio between the hydrodynamic radius and the radius of gyration and by the angular dependence of light scattering. On the other hand, the studies performed in the presence of high NaCl concentration (0.2 and 0.5 M) provide strong support for the view that the micelles may overlap together to form an entangled network above certain crossover concentration

Journal of Physical Chemistry B published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Product Details of C14H28O5S.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ruiz, C. Carnero published the artcileInteraction between n-octyl-β-D-thioglucopyranoside and bovine serum albumin, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Open Macromolecules Journal (2008), 6-18, database is CAplus.

The binding of the nonionic surfactant n-octyl-β-D-thioglucopyranoside (OTG) to the globular protein bovine serum albumin (BSA) has been investigated by using exptl. techniques such as surface tension, steady-state fluorescence and dynamic light scattering. It was observed that the surfactant micellization is delayed in the presence of protein; this was interpreted as a consequence of the fact that part of the surfactant is not available for the formation of micelles, because it is partitioned into the protein hydrophobic sites. This was taken as an evidence of the interaction between surfactant and protein. The fluorescence emission spectra of intrinsic tryptophans revealed that the protein is partially denatured in the presence of high surfactant concentrations The anal. of the binding features as obtained by two different methods, (i) one based on surface tension measurements, and (ii) another based on the behavior of the intrinsic BSA fluorescence, indicated that the binding process is non-cooperative at low surfactant concentration, but becomes cooperative when it is high enough. The reduction of the average aggregation number in the presence of protein interpreted as a sign of the formation of clusters of surfactant adsorbed on the protein surface. A slight conformational change in the protein structure at low surfactant concentration was revealed by resonance energy transfer from tryptophan residues to 8-anilinonaphthalene-1-sulfonate. A treatment of the autocorrelation functions as obtained by dynamic light scattering measurements, based on the application of appropriate fitting techniques, allowed for the discrimination between two kinds of structures in the OTG/BSA system: surfactant-protein complexes, with a “pearl necklace” structure, in equilibrium with the free micelles of OTG.

Open Macromolecules Journal published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mannanovna, Yunusova Kholida published the artcileResearch on the selection of a certain content of “Ambronat” juice syrup, Recommanded Product: trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, the publication is International Journal of Pharmacy and Pharmaceutical Research (2021), 20(4), 62-71, database is CAplus.

This article presents several experiments on the selection of a specific composition of Ambronat syrup. These selected several excipients in the selection of the sweetness and consistency and consistency of the syrup, based on which the ingredients were considered, and the result was the result of the selection of a moderate content.

International Journal of Pharmacy and Pharmaceutical Research published new progress about 23828-92-4. 23828-92-4 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Sodium Channel, name is trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, and the molecular formula is C13H19Br2ClN2O, Recommanded Product: trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pedersen, R. T. published the artcileIdentification of novel metabolites of the xenoestrogen 4-tert-octylphenol in primary rat hepatocytes, COA of Formula: C14H22O2, the publication is Chemico-Biological Interactions (2000), 128(3), 189-209, database is CAplus and MEDLINE.

A number of environmental pollutants, including 4-tert-alkylphenols, can mimic the actions of endogenous steroids and have the potential to disrupt the endocrine function in humans and animals. The biotransformation of a 4-tert-alkylphenol in isolated rat hepatocytes was studied in order to determine the possible fate and activity of these xenoestrogens in higher vertebrates. Hepatocytes were incubated with 30 μM 4-(1′,1′,3′,3′-tetramethylbutyl)[U-¹⁴C]phenol (4-tert-octylphenol; t-OP) for up to 60 min. Radiolabeled metabolites were detected by radio-HPLC and the structures determined by gas chromatog.-mass spectrometry (GC-MS) anal. of the conjugated or aglycon products. After a 15 min incubation, over 97% of t-OP was metabolized to a complex mixture of metabolites. The initial metabolites formed were identified as products of hydroxylation of the aromatic ring to form catechols and methylated catechols, as well as glucuronide conjugates of the catechol metabolites or parent phenol. These products were further metabolized by hydroxylation of the alkyl chain followed by glucuronide conjugation of the alkoxy group. The conjugated metabolites of t-OP are unlikely to retain estrogen receptor activity; however t-OP is metabolized by some pathways that are similar to that of estrogen catabolism, namely by ortho-hydroxylation to form catechols, methylation by catechol O-methyltransferases and ring conjugation by uridine diphosphoglucuronosyl transferases. Further investigations are needed to determine whether 4-tert-alkylphenols can alter circulating sex steroid profiles by acting as substrates of enzymes determining estrogen metabolism and excretion.

Chemico-Biological Interactions published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C14H22O2, COA of Formula: C14H22O2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Huber, Verena published the artcileUncovering the curcumin solubilization ability of selected natural deep eutectic solvents based on quaternary ammonium compounds, Recommanded Product: 2-Hydroxy-2-phenylacetic acid, the publication is Journal of Molecular Liquids (2022), 119661, database is CAplus.

The solubility of curcumin in ethanolic solutions can be increased twentyfold through the addition of natural deep eutectic solvents (NADES). Instead of only screening nine different NADES based on choline chloride, betaine, and carnitine mixed with lactic, levulinic, and pyruvic acid in terms of their solving ability, they were investigated regarding the mechanism of solvation as well. The curcumin solubility enhancement was assessed via UV/Vis measurements, while the investigation of the intermol. effects was performed theor. by COSMO-RS predictions of the chem. potential and exptl. via 1H and NOESY NMR measurements. The addition of the quaternary ammonium compounds to ethanol resulted in a solubility increase regardless of addnl. functionalities, which was not the case for the acids, where functionalities showed a significant influence. A solubility synergy in the levulinic acid NADES was reached, which could be explained through the combination of COSMO-RS and NMR experiments, yielding indications that an interplay of non-specific and directed intermol. interactions was the responsible driving force for an efficient solubility enhancement of curcumin. Thus, the NADES based on levulinic acid achieved the best results.

Journal of Molecular Liquids published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Recommanded Product: 2-Hydroxy-2-phenylacetic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts