Tag: M.W=250-300

Chen, Yi-Xuan published the artcilePhotochemical Organocatalytic Aerobic Cleavage of C=C Bonds Enabled by Charge-Transfer Complex Formation, 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, the publication is Organic Letters (2022), 24(22), 3920-3925, database is CAplus and MEDLINE.

A novel visible-light-driven organocatalytic protocol to access aerobic oxidative cleavage of olefins, e.g., 4-benzylidene-2,6-di-tert-butylcyclohexa-2,5-dien-1-one promoted by sodium benzene sulfinate, is described. An array of alkenes smoothly delivered the corresponding aldehydes RC(O)R¹ (R = naphth-2-yl, 2-chlorophenyl, 3,4-dimethoxyphenyl, etc.; R¹ = H) and ketones, e.g., 2, 6-di-tert-butylcyclohexa-2, 5-diene-1,4-dione under transition-metal-free conditions. Notably, α-halo-substituted styrenes, e.g., (1-bromovinyl)benzene proceeded with photoinduced oxidation to finally afford α-halo-acetophenones, e.g., 2-bromo-1-phenylethan-1-one with halogen migration. Crucial to this oxidation was the formation of charge-transfer complexes between sodium benzene sulfinate with mol. O₂ to ultimately deliver the carbonyl products.

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, 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.

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

Ru, Xiangli published the artcileSynthesis and characterization of new coenzyme NADH model compound, Name: 9-Phenyl-9H-xanthen-9-ol, the publication is Henan Shifan Daxue Xuebao, Ziran Kexueban (2013), 41(3), 103-104, 129, database is CAplus.

BNAH and 9-Ph xanthene(9-PhXnH) are new nicotinamide coenzyme NADH model compounds, and they have been becoming more and more important in green synthesis of drugs. In this paper, the coenzyme NADH model compounds of BNAH and 9-Ph xanthene were synthesized with nicotinamide and 9-Ph xanthene ethanol as raw materials, and by 1H NMR, elemental anal., UV and other anal. methods, n BNAH and 9-Ph xanthene were characterized. This synthetic route had easily available raw materials, mild reaction conditions, simple operation, high yield, high product purity.

Henan Shifan Daxue Xuebao, Ziran Kexueban published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Name: 9-Phenyl-9H-xanthen-9-ol.

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

Zhao, Pinjing published the artcileInsertions of Ketones and Nitriles into Organorhodium(I) Complexes and β-Hydrocarbyl Eliminations from Rhodium(I) Alkoxo and Iminyl Complexes, Formula: C19H14O2, the publication is Organometallics (2008), 27(18), 4749-4757, database is CAplus.

Tris(triethylphosphine)-ligated organorhodium(I) complexes were prepared, and their reactions with electron-poor arylnitriles and diaryl ketones were studied. [(PEt₃)₃Rh(Ar)] (Ar = Ph (1a) or o-anisyl (1e)) reacted with an excess of electron-poor arylnitriles Ar’CN (Ar’ = p-CF₃C₆H₄ or 3,5-bis(CF₃)C₆H₃) to form Rh(I) iminyl complexes {(PEt₃)₃Rh[N:C(Ar)(Ar’)]} (2h–j). In contrast, 3,5-(CF₃)₂C₆H₃CN did not insert into the M-C bond of the arylrhodium(I) complexes [(PEt₃)₃Rh(Ar)] (Ar = p-CF₃C₆H₄ (1f) or 3,5-(CF₃)₂C₆H₃ (1g)), containing more electron-poor aryl groups. The kinetic data for nitrile insertions were most consistent with a pathway involving initial ligand dissociation, followed by a classic migratory insertion. Some iminyl complexes decomposed at higher temperatures via β-aryl eliminations with selective migration of the more electron-poor aryl Group 3,5-(CF₃)₂C₆H₃ to form 1g and the corresponding nitriles. Migratory aptitudes of various aryl groups were assessed by studying β-aryl eliminations from a variety of iminyl complexes. Kinetic data for these β-aryl eliminations were most consistent with initial phosphine dissociation and C-C bond cleavage of the resulting 14-electron intermediate. Insertions of diaryl ketones Ar(Ar’)C:O (Ar = 3,5-(CF₃)₂C₆H₃, Ar’ = Ph or 3,5-(CF₃)₂C₆H₃) into 1a also occurred, although the resulting Rh(I) alkoxides {(PEt₃)₂Rh[OC(Ph)(Ar)(Ar’)]} (3f–g) were not stable under the reaction conditions and could not be directly identified. Instead, a mixture of {(PEt₃)₃Rh[3,5-(CF₃)₂C₆H₃]} (1g) and the ketone Ph(Ar’)C:O (Ar’ = Ph or 3,5-(CF₃)₂C₆H₃) were detected as the major products, indicating that decomposition of alkoxides 3f–g occurred by β-elimination of the more electron-poor aryl group. Independent preparation of 3f–g and studies on their thermal decomposition with added PEt₃ confirmed that selective β-aryl elimination occurs to generate aryl complex 1g and the corresponding ketones. Analogous β-aryl eliminations from bis-phosphine Rh(I) alkoxo complexes 3a–e and trisphosphine Rh(I) alkoxo complexes 4b–e were also studied, and the kinetic results were most consistent with irreversible β-Ph elimination from bis(phosphine) alkoxo complexes. Insertion of 3,5-(CF₃)₂C₆H₃CN into an alkylrhodium(I) complex [(PEt₃)₃Rh(Me)] did not occur; however, the electron-poor ketone Ar₂C:O (Ar = 3,5-(CF₃)₂C₆H₃) inserted into 1h, as judged by the detection of the corresponding alc. HOC(Me)[3,5-(CF₃)₂C₆H₃]₂ as the major organic product after quenching with Et₃N·HCl. Vinylrhodium(I) complex [(PEt₃)₃Rh(CH:CH₂)] also reacted with ketones Ar₂C:O (Ar = 3,5-(CF₃)₂C₆H₃) to form a Rh(I) alkoxo complex (PEt₃)₂Rh{OC(CH:CH₂)[3,5-(CF₃)₂C₆H₃]₂} (3h), which was stabilized by the intramol. coordination of the vinyl moiety to the Rh center. The alkynylrhodium(I) complex [(PEt₃)₃Rh(CCPh)] (1j) did not react with ketones or nitriles. Instead, the propargylic alkoxides {(PEt₃)₂Rh[OC(R)₂(CCPh)]} (R = Me or Ph) that would have resulted from insertion react rapidly in the presence of added PEt₃ to form the alkynyl complex 1j and the corresponding ketones via β-alkynyl eliminations. The crystal and mol. structures of [(PEt₃)₃Rh(2-MeOC₆H₄)] and [(PEt₃)₂Rh(OCPh₃)] were determined by x-ray crystallog.

Organometallics published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C6H13N3O2, Formula: C19H14O2.

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

Fejes, Zsolt published the artcileSynthesis of ether-linked [60]fullerene glycoconjugates by nucleophilic cyclopropanation, Safety 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, the publication is Chemical Papers (2015), 69(6), 896-900, database is CAplus.

Et acetoacetate-sugar derivatives were prepared by standard alkylation of primary or secondary hydroxyls of diacetonide-protected sugars with Et 4-chloroacetoacetate. The obtained D-fructose, D-galactose, D-glucose and F-allose derivatives were conjugated to C₆₀ using the Bingel reaction to afford hydrolytically stable, ether-linked fullerene-carbohydrates. Conjugation of an ester-protected mannose derivative to the C₆₀ scaffold was carried out by the combination of the acetoacetate chem. with the azide-alkyne click reaction.

Chemical Papers 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, Safety 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.

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

Mou, Lin-Yun published the artcilePhytochemical and chemotaxonomic investigation from the roots of Anemone vitifolia Buch.-Ham. (Ranunculaceae), HPLC of Formula: 20880-92-6, the publication is Biochemical Systematics and Ecology (2021), 104306, database is CAplus.

Phytochem. investigation from the roots of Anemone vitifolia Buch.-Ham. led to the isolation of eight compounds, including one triterpenoid saponin, two sugars, one coumarin, one amide, one saturated alkane, one olefin and one fatty acid. The structures of these metabolites were elucidated by spectroscopic data and comparisons with the data available in the literature. Among them, compound 7 ((6Z,9Z,12Z)-6,9,12-Eicosatriene) was isolated for the first time as a natural product. Furthermore, compounds 2 (D-(+)-raffinose), 3 (mixture of β-D-fructopyranose and β-D-fructofuranose) and 5 (bonaroside) were obtained from the Ranunculaceae family for the first time. Compounds 4 (siderin) and 6 (n-hexadecane) were isolated from A. vitifolia for the first time. The chemotaxonomic significance of the isolated compounds was discussed.

Biochemical Systematics and Ecology 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

Giri, Rajan published the artcileSynthesis and cancer cell cytotoxicity of substituted xanthenes, Category: alcohols-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry (2010), 18(4), 1456-1463, database is CAplus and MEDLINE.

A series of substituted xanthenes was synthesized and screened for activity using DU-145, MCF-7, and HeLa cancer cell growth inhibition assays. The most potent compound, 9g (I) ([N,N-diethyl]-9-hydroxy-9-(3-methoxyphenyl)-9H-xanthene-3-carboxamide), was found to inhibit cancer cell growth with IC₅₀ values ranging from 36 to 50 μM across all three cancer cell lines. Structure-activity relationship (SAR) data is presented that indicates addnl. gains in potency may be realized through further derivatization of the compounds (e.g., the incorporation of a 7-fluoro substituent to 9g). Results are also presented that suggest the compounds function through a unique mechanism of action as compared to that of related acridine and xanthone anticancer agents (which have been shown to intercalate into DNA and inhibit topoisomerase II activity). A structural comparison of these compounds suggests the differences in function may be due to the structure of the xanthene heterocycle which adopts a nonplanar conformation about the pyran ring.

Bioorganic & Medicinal Chemistry published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Category: alcohols-buliding-blocks.

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

Glover, Stephen A. published the artcileStable hydroperoxide synthesis, Synthetic Route of 596-38-3, the publication is South African Journal of Chemistry (1984), 37(4), 164-70, database is CAplus.

The photooxidation of 9-phenylxanthene to its 9-hydroperoxy derivative was shown to be ketone-sensitized and sensitive to the wavelength of the irradiation Highest yields are obtained from irradiation at wavelengths > 310 nm. Prolonged irradiation produces bis(9-phenylxanthen-9-yl) peroxide. 5-Phenyltribenzo[a,c,e]cycloheptene could not be converted into peroxidic products, and dioxolanes produced labile peroxides under irradiation

South African Journal of Chemistry published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, Synthetic Route of 596-38-3.

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

Taljaard, Benjamin published the artcileSynthesis of hydrogen peroxide: acid-catalysed decomposition of 9-hydroperoxy-9-phenylxanthene and its derivatives, Related Products of alcohols-buliding-blocks, the publication is South African Journal of Chemistry (1987), 40(2), 139-45, database is CAplus.

9-Aryl-9-hydroperoxyxanthenes and the corresponding dixanthenyl peroxides were decomposed with various acids under different conditions. Excess strong acid is required for optimum xanthenyl cation and hydrogen peroxide production Inductive effects of the aryl p-substituents in the 9-aryl-9-hydroperoxyxanthenes influence the course of the reaction. Treatment of the hydroperoxides with acetic acid gives the corresponding dialkyl peroxides. Increased conjugation was investigated, with 14-aryl-14-hydroperoxydibenzo[a,j]xanthenes, and has been shown to inhibit carbocation and hydrogen peroxide formation.

South African Journal of Chemistry published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C4H10OS, Related Products of alcohols-buliding-blocks.

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

Weber, Christine published the artcileCarbohydrate-Based Initiators for the Cationic Ring-Opening Polymerization of 2-Ethyl-2-Oxazoline, Category: alcohols-buliding-blocks, the publication is Methods in Molecular Biology (New York, NY, United States) (2016), 49-59, database is CAplus and MEDLINE.

The advancement in the field of living and controlled polymerization techniques provides the opportunity for careful bottom-up design of polymers for biomedical applications according to their specific needs. This contribution describes the detailed methodol. to functionalize poly(2-ethyl-2-oxazoline), a polymer with properties very similar to polyethylene glycol, in a stereo-selective manner with a range of carbohydrates that can serve as biol. targeting units. The obtained building blocks can subsequently be applied for the synthesis of more complex polymeric architectures.

Methods in Molecular Biology (New York, NY, United States) 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 C5H12BrO3P, Category: alcohols-buliding-blocks.

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

Durcik, Martina published the artcileLast piece in the puzzle of bisphenols BPA, BPS and BPF metabolism: Kinetics of the in vitro sulfation reaction, Product Details of C12H10O4S, the publication is Chemosphere (2022), 303(Part_2), 135133, database is CAplus and MEDLINE.

Bisphenols are endocrine-disrupting chems. ubiquitously present in the environment, with the consequent exposure to humans. In humans, bisphenols are metabolized to glucuronide and sulfate conjugates. Recent studies indicate that sulfation represents an important bisphenol metabolic pathway for the most vulnerable humans, such as the growing fetus. Our aim was to evaluate sulfation kinetics of commonly detected bisphenols in biol. samples: bisphenol A (BPA), bisphenol S (BPS), and bisphenol F (BPF). Furthermore, we evaluated estrogenic agonist potencies and long-term stability of these bisphenol sulfates. BPS and BPF sulfates were prepared by chem. synthesis. Sulfation kinetics of the selected bisphenols were tested in pooled human liver cytosol, as a source for soluble phase II enzymes, including liver sulfotransferases, with quantification by LC-MS/MS. A validated transactivation assay using the hERα-Hela 9903 cell line was used to determine estrogenic agonist potencies. Moreover, BPA, BPS, and BPF sulfate stabilities were examined under various conditions and during storage. In vitro sulfation of BPA and BPS followed Michaelis-Menten kinetics; BPF sulfation followed a substrate inhibition model. Sulfation rates were comparable for these bisphenols, although their K_M values indicated some large differences in affinities. BPA and BPS sulfates are not hERα agonists. The bisphenol sulfates can be considered stable for at least 2 days under these tested media conditions. These data indicate that bisphenol sulfation is an important route in their biotransformation. Compared to glucuronidation, these bisphenols show slower sulfation rates but similar K_M values. BPA and BPS metabolic biotransformation by sulfation provides their detoxification as they are without estrogenic activities.

Chemosphere published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C12H10O4S, Product Details of C12H10O4S.

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