Category: alcohols-buliding-blocks

Tao, Wenjie published the artcileRedox-Neutral S-nitrosation Mediated by a Dicopper Center, Name: 2-Phenylethanethiol, the publication is Angewandte Chemie, International Edition (2021), 60(29), 15980-15987, database is CAplus and MEDLINE.

A redox-neutral S-nitrosation of thiol has been achieved at a dicopper(I,I) center. Treatment of dicopper (I,I) complex with excess NO^. and thiol generates a dicopper (I,I) di-S-nitrosothiol complex [Cu^ICu^I(RSNO)₂]²⁺ or dicopper (I,I) mono-S-nitrosothiol complex [Cu^ICu^I(RSNO)]²⁺, which readily release RSNO in 88-94% yield. The S-nitrosation proceeds by a mixed-valence [Cu^IICu^III(μ-O)(μ-NO)]²⁺ species, which deprotonates RS-H at the basic μ-O site and nitrosates RS^– at the μ-NO site. The [Cu^IICu^III(μ-O)(μ-NO)]²⁺ complex is also competent for O-nitrosation of MeOH. A rare [Cu^IICu^II(μ-NO)(OMe)]²⁺ intermediate was isolated and fully characterized, suggesting the S-nitrosation may proceed through the intermediary of analogous [Cu^IICu^II(μ-NO)(SR)]²⁺ species. This redox- and proton-neutral S-nitrosation process is the first functional model of ceruloplasmin in mediating S-nitrosation of external thiols, with implications for biol. copper sites in the interconversion of NO^./RSNO.

Angewandte Chemie, International Edition published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H7ClO3, Name: 2-Phenylethanethiol.

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

Rimnacova, Lucie published the artcileEthyl chloroformate mediated gas chromatographic-mass spectrometric biomonitoring of acidic biomarkers of occupational exposure and endogenous metabolites in human urine, Quality Control of 621-37-4, the publication is Journal of Chromatography A (2021), 462547, database is CAplus and MEDLINE.

Numerous industrial organic pollutants such as aromates, alkoxyalcs., other organic solvents and monomers are absorbed, metabolized, and finally excreted in urine mostly as carboxylic acids that are determined as biomarkers of exposure. For a number of these xenometabolites, biol. limits (levels of biomarkers in biol. material) have been established to prevent damage to human health. Till now, most of the anal. procedures used have been optimized for one or a few analytes. Here, we report a more comprehensive approach enabling rapid GC-MS screening of sixteen acidic biomarkers in urine that are metabolized in the human body from several important industrial chems.; benzene, toluene, styrene, xylenes, alkoxyalcs., carbon disulfide, furfural and N,N-dimethylformamide. The new method involves immediate in situ derivatization – liquid liquid microextraction of urine by an Et chloroformate-ethanol-chloroform-pyridine medium and GC-MS anal. of the derivatized analytes in the lower organic phase. The xenometabolite set represents diverse chem. structures and some of hippuric and mercapturic acids also provided unusual derivatives that were unambiguously elucidated by means of new Et chloroformates labeled with stable isotopes and by synthesis of the missing reference standards In the next step, an automated routine was developed for GC-MS/MS anal. using a MetaboAuto sample preparation workstation and the new method was validated for fourteen metabolites over the relevant concentration range of each analyte in the spiked pooled human urine. It shows good linearity (R2 ≥ 0.982), accuracy (from 85% to 120%), precision (from 0.7% to 20%) and recovery (from 89% to 120%). The method performance was further successfully proved by GC-MS/MS anal. of the certified IP45 and RM6009 reference urines. Moreover, we show that the new method opens up the possibility for biomonitoring of combined and cumulative occupational exposures as well as for urinary metabolite profiling of persons exposed to harmful industrial chems.

Journal of Chromatography A published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, Quality Control of 621-37-4.

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

Rimnacova, Lucie published the artcileEthyl chloroformate mediated gas chromatographic-mass spectrometric biomonitoring of acidic biomarkers of occupational exposure and endogenous metabolites in human urine, Category: alcohols-buliding-blocks, the publication is Journal of Chromatography A (2021), 462547, database is CAplus and MEDLINE.

Numerous industrial organic pollutants such as aromates, alkoxyalcs., other organic solvents and monomers are absorbed, metabolized, and finally excreted in urine mostly as carboxylic acids that are determined as biomarkers of exposure. For a number of these xenometabolites, biol. limits (levels of biomarkers in biol. material) have been established to prevent damage to human health. Till now, most of the anal. procedures used have been optimized for one or a few analytes. Here, we report a more comprehensive approach enabling rapid GC-MS screening of sixteen acidic biomarkers in urine that are metabolized in the human body from several important industrial chems.; benzene, toluene, styrene, xylenes, alkoxyalcs., carbon disulfide, furfural and N,N-dimethylformamide. The new method involves immediate in situ derivatization – liquid liquid microextraction of urine by an Et chloroformate-ethanol-chloroform-pyridine medium and GC-MS anal. of the derivatized analytes in the lower organic phase. The xenometabolite set represents diverse chem. structures and some of hippuric and mercapturic acids also provided unusual derivatives that were unambiguously elucidated by means of new Et chloroformates labeled with stable isotopes and by synthesis of the missing reference standards In the next step, an automated routine was developed for GC-MS/MS anal. using a MetaboAuto sample preparation workstation and the new method was validated for fourteen metabolites over the relevant concentration range of each analyte in the spiked pooled human urine. It shows good linearity (R2 ≥ 0.982), accuracy (from 85% to 120%), precision (from 0.7% to 20%) and recovery (from 89% to 120%). The method performance was further successfully proved by GC-MS/MS anal. of the certified IP45 and RM6009 reference urines. Moreover, we show that the new method opens up the possibility for biomonitoring of combined and cumulative occupational exposures as well as for urinary metabolite profiling of persons exposed to harmful industrial chems.

Journal of Chromatography A 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, Category: alcohols-buliding-blocks.

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

Zheng, Weijia published the artcileCatalytic C-H Trifluoromethoxylation of Arenes and Heteroarenes, HPLC of Formula: 20880-92-6, the publication is Angewandte Chemie, International Edition (2018), 57(31), 9645-9649, database is CAplus and MEDLINE.

The intermol. C-H trifluoromethoxylation of arenes remains a long-standing and unsolved problem in organic synthesis. Herein, is reported the first catalytic protocol employing a trifluoromethoxylating reagent and redox-active catalysts for the direct (hetero)aryl C-H trifluoromethoxylation. The approach is operationally simple, proceeds at room temperature, uses easy-to-handle reagents, requires only 0.03 mol % of redox-active catalysts, does not need specialized reaction apparatus, and tolerates a wide variety of functional groups and complex structures such as sugars and natural product derivatives Importantly, both ground-state and photoexcited redox-active catalysts are effective. Detailed computational and exptl. studies suggest a unique reaction pathway where photoexcitation of the trifluoromethoxylating reagent releases the OCF₃ radical that is trapped by (hetero)arenes. The resulting cyclohexadienyl radicals are oxidized by redox-active catalysts and deprotonated to form the desired products of trifluoromethoxylation.

Angewandte Chemie, International Edition 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 C9H9NO6S, HPLC of Formula: 20880-92-6.

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

Osman, Maged A. published the artcileEpoxy-Layered Silicate Nanocomposites and Their Gas Permeation Properties, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Macromolecules (2004), 37(19), 7250-7257, database is CAplus.

Epoxy-OM (organo-montmorillonite) nanocomposites have been synthesized, and their permeability to oxygen and water vapor has been measured. The chem. structure of the organic monolayer ionically bonded to the montmorillonite surface has been varied, and its influence on the swelling, intercalation, and exfoliation behavior of the OM has been studied. Exfoliated aluminosilicate layers build a barrier for the permeating gas mols., while the polymer intercalated tactoids do not contribute much to the permeation barrier performance. The gas permeation through the composites was correlated to the volume fraction of the impermeable inorganic part of the OM. The incorporation of small volume fractions of the platelike nanoparticles in the polymer matrix decreased its permeability coefficient when the interface between the two heterogeneous phases was properly designed. Long alkyl chains enhanced the polymer intercalation but increased the permeability coefficient probably due to phase separation at the interface between the polymer and the inclusions. Matching the surface energy of the OM with that of the matrix as well as tethering polymer mols. to the silicate layers surface enhanced the exfoliation and decreased the permeation coefficient The exfoliation process is governed by interplay of entropic and energetic factors. A macroscopic volume average of the aspect ratio of montmorillonite platelets was deducted from the relative permeability of the nanocomposites by comparing the measured values to numerical predictions of gas permeation through composites of misaligned disk-shaped inclusions. The permeability coefficient of the epoxy matrix was reduced to one-fourth at 5 vol % Bz1OH loading, and the reduction was attributed to the tortuous pathway the gas mols. have to cover during their random walk to penetrate the composite. The transmission rate of water vapor through the composites is more influenced by the permeant-composite interactions and hence the hydrophobicity of the monolayer covering the inclusions surface. At 5 vol % BzC16 loading, the relative vapor transmission rate was reduced to half.

Macromolecules published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C10H15NO, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol.

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

Irie, Raku published the artcileStructure Revision of Protoaculeine B, a Post-translationally Modified N-Terminal Residue in the Peptide Toxin Aculeine B, Name: 4,4-Diethoxybutan-1-amine, the publication is Journal of Natural Products (2021), 84(4), 1203-1209, database is CAplus and MEDLINE.

The structure of protoaculeine B, the N-terminal residue of the marine peptide toxin aculeine B, is revised to the cis-1,3-disubstituted tetrahydro-β-carboline framework. We prepared two truncated model compounds that lack a long-chain polyamine using the one-step Pictet-Spengler reaction of tryptophan and compared their NMR, mass spectra, and chem. reactivity with those of the natural protoaculeine B. The synthetic models reproduced the profiles of the natural product well, which confirmed the appropriateness of the structure revision.

Journal of Natural Products published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Name: 4,4-Diethoxybutan-1-amine.

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

Li, Yanru published the artcileRegioselective C(sp³)-H alkylation of a fructopyranose derivative by 1,6-HAT, Recommanded Product: ((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 & Biomolecular Chemistry (2021), 19(14), 3124-3127, database is CAplus and MEDLINE.

Regioselective C(sp³)-H alkylation of a fructopyranose derivative using electron-deficient alkenes as alkylation reagents was achieved. The reaction proceeded via 1,6-hydrogen atom transfer under photoredox iridium catalysis. Several functional groups were introduced into the fructopyranose derivative

Organic & Biomolecular Chemistry 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, Recommanded Product: ((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

Kondo, Hiroki published the artcileσ-Bond Hydroboration of Cyclopropanes, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Journal of the American Chemical Society (2020), 142(25), 11306-11313, database is CAplus and MEDLINE.

Hydroboration of alkenes is a classical reaction in organic synthesis, in which alkenes react with boranes to give alkylboranes, with subsequent oxidation resulting in alcs. The double bond (π-bond) of alkenes can be readily reacted with boranes owing to its high reactivity. However, the single bond (σ-bond) of alkanes has never been reacted. To pursue the development of σ-bond cleavage, the authors selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, the authors describe an Ir-catalyzed hydroboration of cyclopropanes, resulting in β-Me alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chem., accessing designer products that are desired by practitioners of natural product synthesis and medicinal chem. Also, mechanistic studies and theor. studies revealed the enabling role of the catalyst.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

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

Nakayama, Yumiko published the artcileEffect of whitening gel containing vitamins on skin conditions, Related Products of alcohols-buliding-blocks, the publication is Igaku to Yakugaku (2016), 73(7), 899-904, database is CAplus.

This paper presents exptl. results for the effect of whitening gel containing vitamins on skin conditions. A weighed amount of raw materials to obtain the whitening gel containing vitamins. Performing clin. test by evaluating melanin content, brightness, skin wrinkles, skin conditions, statistical anal., and adverse effects. A result which observed from the clin. anal. with improved safety, melanin content and skin brightness, capable of removing wrinkles on the corner of eyes, spots, and dullness, and avoiding toxic side effects.

Igaku to Yakugaku published new progress about 70445-33-9. 70445-33-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 3-((2-Ethylhexyl)oxy)propane-1,2-diol, and the molecular formula is C11H24O3, Related Products of alcohols-buliding-blocks.

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

Miyoshi, Norikazu published the artcilePractical method for hydroxyl-group protection using strontium metal and readily available silyl chlorides, Category: alcohols-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2022), 58(43), 6312-6315, database is CAplus and MEDLINE.

Smooth O-silylation of secondary aliphatic alcs. R¹CH(OH)R² was achieved by coupling with silyl chlorides R₃SiCl (R₃ = ^tBuMe₂, Et₃, ⁱPr₃, ^tBuPh₂, Ph₃) promoted by strontium metal in DMA, instead of use the expensive, yet more reactive, and commonly used silyl triflate. The reaction occurred almost completely with various alcs., giving silyl ethers R¹CH(OSiR₃)R².

Chemical Communications (Cambridge, United Kingdom) published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Category: alcohols-buliding-blocks.

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