Author: tianli

Jin, Jian published the artcileAlcohols as alkylating agents in heteroarene C-H functionalization, Computed Properties of 2240-88-2, the publication is Nature (London, United Kingdom) (2015), 525(7567), 87-90, database is CAplus and MEDLINE.

Primary alcs., diols containing at least one primary alc. moiety, and tetrahydrofurans acted as alkylating agents for six-membered nitrogen heterocycles such as isoquinolines, quinolines, and pyridines in the presence of an iridium photocatalyst Ir(ppy)₂(dtbbp)PF₆ (ppy = 1,2′-phenylpyridinediyl; dtbpy = 4,4′-di-tert-butyl-2,2-bipyridine), a thiol such as α-mercaptopropanoic acid, and p-toluenesulfonic acid in DMSO under blue LED light to yield alkylated heterocycles such as 1-methylisoquinoline in 43-98% yields. The medicinal agents fasudil dihydrochloride and milrinone were methylated and 3-phenylpropylated, resp., using this method in 82% and 43% yields. The method avoids the use of thermal conditions or stoichiometric oxidants. The mechanism was studied using fluorescence quenching experiments; the key step in the process is proposed to be the spin-center shift of a hydroxyalkylheteroaryl radical to yield an alkylheteroaryl radical with loss of water, precedented in biol. and synthetic settings. In the absence of a thiol, the radical generated from 1-isoquinolinemethanol coupled with two alkenes and two 1-pyrrolecarboxylates to yield dihydrobenzoisoquinolines and pyrrolylmethylisoquinolines, resp., in 25-65% yields.

Nature (London, United Kingdom) published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Computed Properties of 2240-88-2.

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

Dong, Zhe published the artcileMetallaphotoredox-enabled deoxygenative arylation of alcohols, HPLC of Formula: 20880-92-6, the publication is Nature (London, United Kingdom) (2021), 598(7881), 451-456, database is CAplus and MEDLINE.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) 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, HPLC of Formula: 20880-92-6.

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

Dickman, John published the artcileMass spectrometry in structural and stereochemical problems. CLXIX. Determination of the structures of the ions produced in the single and double McLafferty rearrangements by ion cyclotron resonance spectroscopy, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (1969), 91(8), 2069-84, database is CAplus.

Two possible structural isomers of the C3H6O•+ ion produced by electron impact induced fragmentations are the keto ion Me2CO+• and the enol ion MeC(:CH2)O+H•. The electron impact induced double Mc-Lafferty rearrangement can also produce a C3H6O•+ ion which could conceivably exist in either the enol or sym. oxonium ion structure. Ion cyclotron resonance and pulsed double resonance spectroscopy are used to study the ion-mol. reactions of the keto species, generated from acetone; the enol species, generated from 2-hexanone (via a McLafferty rearrangement) and from 1-methylcyclobutanol; and the double McLafferty species, generated from 5-nonanone. Seven ion-mol. reactions are found which distinguish between the keto and enol ions, thus substantiating the proposed differences in structure. In all cases studied, the enol ion, from 2-hexanone and the enol ion from 1-methylcyclobutanol behave identically indicating their structures to be equivalent The same ion-mol. reactions which distinguish between the keto and enol isomers can be utilized to distinguish between the keto and double McLafferty species. The enol and double McLafferty species react identically in all systems studied thus suggesting identical structures and raising serious doubts about the earlier proposed existence of a sym. double McLafferty oxonium ion. Deuterium labeling is employed to distinguish between isomeric ions of identical mass.

Journal of the American Chemical Society published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, Category: alcohols-buliding-blocks.

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

Ford, M. C. published the artcile3-Hydroxythiophene, Computed Properties of 17236-59-8, the publication is Journal of the Chemical Society (1956), 4985-7, database is CAplus.

The Grignard reagent from 3-bromothiophene (I) was treated with O with the production of a crude phenolic material, and two distillations gave the pure 3-hydroxythiophene (II), which was unstable, developing a reddish tinge and a disagreeable odor within a day, and finally resinifying. EtBr (18.5 g.) and 37 g. I (b₇₅₉ 157-8.5°) in 150 ml. Et₂O added to a briskly reacting mixture of 18.5 g. EtBr, 13.7 g. Mg, and 200 ml. Et₂O, the whole refluxed 18 hrs. under N and a solution of iso-PrMgBr (from 35 g. iso-PrBr) added, the mixture cooled to -10° and dry O passed in, the temperature maintained below 5°, after absorption had ceased the product set aside 20 hrs. at 5°, and then poured onto solid CO₂, after addition of chilled 2N H₂SO₄, the Et₂O layer separated, and the product purified gave 2.12 g. black product, which was stored over P₂O₅ and then distilled from glass wool giving II, yellow liquid, b_0.01 38-9°, redistilled at 0.02 mm. to a colorless oil with a phenolic odor. With aqueous FeCl₃ II gave an intense red color, and with diazotized PhNH₂ in the presence of alkali, a dark red precipitate; benzoate (prepared by the Schotten-Baumann method), irregular prisms, m. 40° (from ligroine); 3,5-dinitrobenzoate, yellow prisms, m. 150° (from MeOH); phenylcarbamate, felted needles, m. 120° (from ligroine). These derivatives were stable. I (20 g.) was recovered from the Et₂O solution of alkali-insoluble material. The infrared absorption curves were given for II in liquid film, 15% by volume CCl₄, and 8% by volume CCl₄. The absorption characteristic of an unsat. CO group definitely established the presence of the tautomeric 2,3-dihydro-3-oxothiophene (III). With increasing dilution the equilibrium was in favor of III; however, the strength of the OH band and the odor suggested that the pure substance must contain much II.

Journal of the Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Computed Properties of 17236-59-8.

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

Cooper, Anna G. published the artcileAlkyl indole-based cannabinoid type 2 receptor tools: Exploration of linker and fluorophore attachment, COA of Formula: C6H13NO2, the publication is European Journal of Medicinal Chemistry (2018), 770-789, database is CAplus and MEDLINE.

Cannabinoid type 2 (CB₂) receptor continues to emerge as a promising drug target for many diseases and conditions. New tools for studying CB₂ receptor are required to further inform how this receptor functions in healthy and diseased states. The alkyl indole scaffold is a well-recognized ligand for cannabinoid receptors, and in this study the indole C5-7 positions were explored for linker and fluorophore attachment. A new high affinity, CB₂ receptor selective inverse agonist was identified (16b, 3-(4-methoxybenzoyl)-1-[(oxan-4-yl)methyl]-7-propoxy-1H-indole) along with a general trend of C5-substituted indoles acting as agonists vs. C7-substituted indoles acting as inverse agonists. The indole C7 position was found to be the most tolerant to linker extension and resulted in a high affinity inverse agonist with a medium length linker (19, Me 5-[[3-(4-methoxybenzoyl)-1-[(oxan-4-yl)methyl]-1H-indol-7-yl]oxy]pentanoate). Although a high affinity fluorescent ligand for CB₂ receptor was not identified in this study, the indole C7 position shows great promise for fluorophore or probe attachment.

European Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, COA of Formula: C6H13NO2.

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

Gupta, Sharad published the artcileSynthesis of structurally diverse bis-peptide oligomers, Category: alcohols-buliding-blocks, the publication is Journal of Organic Chemistry (2006), 71(23), 8691-8695, database is CAplus and MEDLINE.

The authors have developed second-generation monomers I (n = 1, 2) and improved conditions for rapidly and simultaneously closing multiple diketopiperazines on solid support. These new conditions involve either the microwave heating of a suspension of solid-supported amino-tetrafluoropropyl esters in acetic acid/triethylamine catalyst solution or continuous flow of catalyst solution through the resin, heated in a flow cell apparatus The authors demonstrate that monomers I and II can be combined with the new conditions easily to synthesize previously inaccessible hetero and homo spiro ladder oligomers III and IV.

Journal of Organic Chemistry published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Category: alcohols-buliding-blocks.

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

Belhachemi, Asma published the artcileGC-MS and GC-FID analyses of the essential oil of Eucalyptus camaldulensis grown under greenhouses differentiated by the LDPE cover-films, Recommanded Product: cis-3,7-Dimethyl-2,6-Octadien-1-Ol, the publication is Industrial Crops and Products (2022), 114606, database is CAplus.

The chem. composition of essential oils (EOs) can vary from one plant to another of the same species and can be affected by several factors including the environment of growth. The research was carried out on the EOs of Eucalyptus camaldulensis leaves grown in three sep. greenhouses differentiated by their low-d. polyethylene (LDPE) covering material. This study aimed to compare the impact of the type of the greenhouse cover film on the internal microclimate, light intensity, and chem. composition of E. camaldulensis EOs. Eucalyptus species was initially cultivated from the seeds and the EOs were extracted from the leaves of 14 wk aged trees. The extraction was performed by hydrodistillation using a Clevenger-type apparatus Qual. and quant. analyses of the extracted EOs were performed using gas chromatog. coupled with mass spectrometry (GC-MS) and gas chromatog. coupled with a flame ionization detector (GC-FID). The analyzed samples were rich in terpenes with a total of 66 identified compounds The oxygenated monoterpenes pinocarvone and -carvone were only identified in the essential oils from multilayered greenhouses. cis-1-Methyl-4-(1-methylethyl-)-2-cyclohexen-1-ol was absent in eucalyptus EOs from the three-layer greenhouse, unlike the others that had it. Different compound contents were detected in the extracted essential oils, according to their greenhouse cover conditions. 1,8-Cineol was the compound present in a higher amount as expected, with the highest value of c.a 164.78 mg/gdw from the leaves of E. camaldulensis cultivated in the ordinary greenhouse. Contents of 51.55 mg/gdw and 42.11 mg/gdw were obtained from E. camaldulensis cultivated in the three-layers and monolayer greenhouses, resp. In contrast, the EOs of E. camaldulensis grown under the monolayer greenhouse presented the highest content of some aromadendranes family compounds This study shows that the greenhouse cover-film should be chosen thoughtfully because it plays a major function regarding its effect on the chem. composition of the EOs of E. camaldulensis cultivated in greenhouse environments.

Industrial Crops and Products published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C10H18O, Recommanded Product: cis-3,7-Dimethyl-2,6-Octadien-1-Ol.

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

Xia, Lisha published the artcileEvaluation of chemical cross-linkers for in-depth structural analysis of G protein-coupled receptors through cross-linking mass spectrometry, Related Products of alcohols-buliding-blocks, the publication is Analytica Chimica Acta (2020), 53-62, database is CAplus and MEDLINE.

Chem. crosslinking would conceivably cause structural disruption of a protein, but few cross-linkers have been fully evaluated in this aspect. Furthermore, integral membrane proteins may differ from soluble proteins in the selection of suitable cross-linkers, which has never been investigated. In this study, we systematically evaluated the impact of five conventional cross-linkers targeting Lys, Asp and Glu, and two Arg-reactive cross-linkers on the structural and functional integrity of two G protein-coupled receptors (GPCRs). Perturbation of the receptor structure and ligand-binding activity was observed, depending on the receptor and crosslinking conditions. In particular, our study demonstrated that the concentrations of PDH and KArGO need to be fine-tuned in order to minimize the structural and functional disturbance of specific GPCRs. A set of amenable cross-linkers was selected to acquire the most comprehensive cross-link maps for two GPCRs. Our in-depth crosslinking mass spectrometry (CXMS) anal. has revealed dynamic features of structural regions in GPCRs that are not observable in the crystal structures. Thus, CXMS anal. of GPCRs using the expanded toolkit would facilitate structural modeling of uncharacterized receptors and gain new insights into receptor-ligand interactions.

Analytica Chimica Acta published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C11H20N2O3, Related Products of alcohols-buliding-blocks.

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

Zhao, Kang-He published the artcileRefractory organic compounds in coal chemical wastewater treatment by catalytic ozonation using Mn-Cu-Ce/Al₂O₃, Application In Synthesis of 2588-77-4, the publication is Environmental Science and Pollution Research (2021), 28(30), 41504-41515, database is CAplus and MEDLINE.

A composite Mn-Cu-Ce tri-metal oxide supported on γ-Al₂O₃ (Mn-Cu-Ce/Al₂O₃) catalyst was prepared by an impregnation-calcination method and investigated in the catalytic ozonation treatment of real coal chem. wastewater (CCW). The catalyst was characterized by XRD, SEM, TEM, XRF, BET, and XPS techniques. The results showed that Mn, Cu, and Ce metal oxides were evenly distributed on the Al₂O₃ surface and the catalyst maintained a large surface area and a high pore volume compared with the pristine Al₂O₃. The synergy between Mn, Cu, and Ce oxides greatly enriched the catalytic active sites and enhanced the ozonation performance. The catalytic ozonation process with Mn-Cu-Ce/Al₂O₃ increased the removal rate of total organic carbon (TOC) by 31.6% compared with ozonation alone. The ketones, aromatic compounds, phenols, and nitrogen-containing heterocyclic compounds in CCW have been effectively degraded and mineralized by Mn-Cu-Ce/Al₂O₃ catalytic ozonation process, and its biodegradability has also been significantly improved. The exptl. results of ·OH scavengers revealed that the mechanism of Mn-Cu-Ce/Al₂O₃ catalytic ozonation was to promote the generation of ·OH radicals. The catalytic activity of Mn-Cu-Ce/Al₂O₃ was only a slight decrease in six consecutive catalytic ozonation treatments, showing good stability. Therefore, Mn-Cu-Ce/Al₂O₃ can be used as a candidate catalyst for the advanced treatment of refractory organic wastewaters upon catalytic ozonation.

Environmental Science and Pollution Research published new progress about 2588-77-4. 2588-77-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 2-Methyl-3-bromo-2-butanol, and the molecular formula is C24H20Ge, Application In Synthesis of 2588-77-4.

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

Li, Huanhuan published the artcileNovel ammonium dichloroacetates with enhanced herbicidal activity for weed control, Computed Properties of 122-20-3, the publication is RSC Advances (2020), 10(72), 44512-44521, database is CAplus and MEDLINE.

Dichloroacetic acid (DCA) exhibits great potential as an herbicide (nontoxic, easily biodegradable), but its application in agriculture has scarcely been investigated. Since DCA readily undergoes photolysis when exposed to natural light or UV irradiation, there is a large activity loss in controlling weeds. To improve the activity of DCA, we proposed the transformation of DCA into an ionic salt form by using an herbicidal ionic liquids (HILs) strategy. Herein, fifteen novel ammonium dichloroacetates were designed and achieved for the first time. When compared to the anionic precursor DCA, three salts with longer alkyl chains ranging from dodecyl to hexadecyl chains were found to enhance not only the post emergence herbicidal activity but also the rates of activity against some broadleaf weeds under greenhouse conditions. The enhancement was due to the synergistic effect of structural factors, such as the surface activity, solubility and stability arising from their ionic nature. In addition, IL 13 possesses a low phytotoxicity to cotton plants with a favorable selectivity index above 2. This study will be useful for the design of new, high-performance herbicidal formulations.

RSC Advances published new progress about 122-20-3. 122-20-3 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment, name is Triisopropanolamine, and the molecular formula is C9H21NO3, Computed Properties of 122-20-3.

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