Category: alcohols-buliding-blocks

Singh, A. K. published the artcileNear ab initio quality molecular electrostatic potential maps using hybridization displacement charges at PM3 level and effects of geometrical changes in amino groups, Quality Control of 17236-59-8, the publication is International Journal of Quantum Chemistry (2001), 82(6), 299-312, database is CAplus.

Charge distributions, dipole moments, and mol. electrostatic potentials (MEP) around several mols. consisting of carbon, nitrogen, oxygen, fluorine, sulfur, and chlorine atoms were studied using the PM3 semiempirical method and the results compared with those obtained using ab initio calculations at the RHF/6-31G^** level. Relative MEP values near different atoms can be obtained using hybridization displacement charges (HDC) obtained by employing PM3 d. matrixes that usually agree quite satisfactorily with the ab initio ones. Positions of ab initio MEP min. are correctly located and the corresponding relative MEP values usually correctly predicted using the PM3(HDC) charges distributed continuously in three dimensions according to the forms of squares of valence s AOs. The necessary parameters for HDC calculations using the PM3 method were optimized. Within the frameworks of both PM3 and AM1 methods the π electrons or lone pairs associated with amino group nitrogen atoms and ring atoms can be satisfactorily treated in different situations.

International Journal of Quantum Chemistry 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 C13H26N2, Quality Control of 17236-59-8.

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

Nagasawa, Yoshiyuki published the artcile4-Propylphenol Hydrogenation over Pt-Pd Bimetallic Catalyst in Aqueous Ethanol Solution without External Hydrogen, Application In Synthesis of 645-56-7, the publication is Chemistry Letters (2021), 50(12), 1968-1971, database is CAplus.

Ring-hydrogenation of 4-propylphenol (4-PP) to 4-propylcyclohexanone, cis- and trans-4-propylcyclohexanols proceeded over graphite-supported palladium catalysts (Pd/G) in aqueous ethanol solution at 573 K without using external hydrogen gas. Compared to Pd/G, graphite-supported platinum (Pt/G) catalysts were active only for hydrogen production and not for the ring-hydrogenation under the same reaction conditions. We have found that the addition of platinum to palladium enhanced the cis- and trans-4-propylcyclohexanols yields. The optimum molar ratio of platinum to palladium in the Pt-Pd/G catalysts was found to be 1:2. The formation of Pt-Pd alloy sites was studied by TEM and EXAFS analyses.

Chemistry Letters published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Application In Synthesis of 645-56-7.

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

Masada, Koichiro published the artcileReductive Coupling of Carbon Dioxide and an Aldehyde Mediated by a Copper(I) Complex toward the Synthesis of α-Hydroxycarboxylic Acids, Related Products of alcohols-buliding-blocks, the publication is Organic Letters (2020), 22(13), 4922-4926, database is CAplus and MEDLINE.

Copper-mediated reductive coupling between CO₂ and an aldehyde to form α-hydroxycarboxylic acid was achieved using silylborane as a reductant. CO₂ cleanly inserted into a copper-carbon bond that was formed by the reaction between a silylcopper-NHC complex and an aldehyde. A series of reactions that regenerate the silylcopper complex were developed for the synthesis of an α-hydroxycarboxylic acid. After repeating each step iteratively for two cycles, 0.62 equiv of α-hydroxycarboxylic acid based on the copper complex was obtained.

Organic Letters published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Related Products of alcohols-buliding-blocks.

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

Krotov, A. I. published the artcileActivity of some quaternary salts of β-aryloxyethylaralkylammonium during the infection of mice by Nippostrongylus brasiliensis, Application In Synthesis of 3818-50-6, the publication is Meditsinskaya Parazitologiya i Parazitarnye Bolezni (1968), 37(3), 361-4, database is CAplus.

Some quaternary salts of β-aryloxyethylaralkylammonium were synthesized and tested in Nippostrongylus braziliensis exptl. infection in mice. The anthelmintic drug naphthamone (N-(β-phenoxyethyl)-N,N-dimethyl-N-benzylammonium β-hydroxynaphthoate) served as a standard. Changes in the cation portion of the napthamone mol. by introduction of various substitutes (e.g. CHO, OH) in the phenoxygroup, or substitution of the latter by the naphthoxy group, gave inactive compounds Introduction of naphthyl, imidazolyl, and other groups instead of the benzyl group results in reduction of the activity, whereas the presence of the thenyl group preserved the activity. The most active compound was bephenium salicylate; bephenium α-bromo-β-hydroxynaphthoate was inactive.

Meditsinskaya Parazitologiya i Parazitarnye Bolezni published new progress about 3818-50-6. 3818-50-6 belongs to alcohols-buliding-blocks, auxiliary class Anti-infection,Antiparasitic, name is N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxy-2-naphthoate, and the molecular formula is C28H29NO4, Application In Synthesis of 3818-50-6.

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

Capon, Brian published the artcileTautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles, Application of Thiophen-3-ol, the publication is Journal of the American Chemical Society (1989), 111(14), 5346-56, database is CAplus.

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene were generated in solution in mixtures of CD₃COCD₃, CD₃CN, or CD₃SOCD₃ with D₂O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (10^-3-10^-1 M) and characterized by ¹H NMR spectroscopy. Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives, evaporation of the methanol, and immediate dissolution in DMSO-d₆. The carbocyclic analogs of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful. The kinetics of ketonization of the OH forms of these enols were investigated in water or aqueous acetonitrile solution The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique. The effect of solvent on the equilibrium constants was also studied. Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a-value of 2.4 and a b-value of -3.0. The pK_as of the bicyclic enols were measured. 3-Hydroxybenzofuran and 3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole. The ketonization reactions are general-acid and general-base catalyzed and their mechanisms are discussed.

Journal of the American 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, Application of Thiophen-3-ol.

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

Mazellier, Patrick published the artcileTransformation of 4-tert-octylphenol by UV irradiation and by an H₂O₂/UV process in aqueous solution, Recommanded Product: 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, the publication is Photochemical & Photobiological Sciences (2003), 2(9), 946-953, database is CAplus and MEDLINE.

The transformation of 4-(1,1,3,3-tetramethylbutyl)phenol (4-tert-octylphenol; OP) upon irradiation at 253.7 nm and by hydroxyl radicals generated by the photolysis (λ_exc =253.7 nm) of H₂O₂ in wastewater was studied. The quantum yield of direct OP photolysis in pure aqueous solution was 0.058±0.004 in aerated conditions ([O₂] =272μM). The rate of photoreaction depends on O concentration; it increases with increasing [O₂]. 4-Tert-octylcatechol was identified as one of the degradation products, together with a dimeric structure. The probable mechanism of OP photolysis involves photoejection of an electron from the singlet state, leading to the formation of the 4-tert-octylphenoxyl radical. In the presence of H₂O₂, the degradation of octylphenol by hydroxyl radicals was observed The 2nd-order rate constant was (6.4±0.5) × 10⁹/M-s by direct measurement at various high concentrations of H₂O₂ and competitive kinetic measurements using atrazine as the competitor. The degradation products are 4-tert-octylcatechol and 2-hydroxy-5-tert-octylbenzoquinone. The later product may arise from the oxidation of 4-tert-octylcatechol by H₂O₂ or from a subsequent reaction of hydroxyl radicals with 4-tert-octylcatechol. Kinetic modeling when using either pure water or natural water simulated the elimination of 4-tert-octylphenol by UV and H₂O₂/UV processes.

Photochemical & Photobiological Sciences 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, Recommanded Product: 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol.

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

Supranovich, Vyacheslav I. published the artcileGeneration of Alkyl Radicals from Thiols via Zinc Thiolates: Application for the Synthesis of gem-Difluorostyrenes, Synthetic Route of 4410-99-5, the publication is Advanced Synthesis & Catalysis (2021), 363(11), 2888-2892, database is CAplus.

Reaction of thiols with α-(trifluoromethyl)styrenes under photocatalytic conditions led to desulfurative allylic fluorine substitution was described. The reaction was performed by treatment of thiols with benzyl zinc chloride to generate zinc thiolates followed by visible light induced desulfurization by means of triphenylphosphine. Radicals formed after the C-S bond cleavage react with the double bond afforded gem-difluorostyrenes.

Advanced Synthesis & Catalysis 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 C10H18O4, Synthetic Route of 4410-99-5.

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

Lee, Yu Ra published the artcileAlterations in pattern baldness according to sex: hair metabolomics approach, Application of 4-Propylphenol, the publication is Metabolites (2021), 11(3), 178, database is CAplus and MEDLINE.

Pattern baldness has been associated with the male hormone, dihydrotestosterone. In this study, we tried to determine how the overall metabolic pathways of pattern baldness differ in patients and in normal controls. Our study aimed to identify alterations in hair metabolomic profiles in order to identify possible markers of pattern baldness according to sex. Untargeted metabolomics profiling in pattern baldness patients and control subjects was conducted using ultra-performance liquid chromatog.-mass spectrometry. To identify significantly altered metabolic pathways, partial least squares discriminant anal. was performed. Our anal. indicated differences in steroid biosynthesis pathway in both males and females. However, there was a remarkable difference in the androgen metabolic pathway in males, and the estrogen metabolic and arachidonic acid pathways in females. For the first time, we were able to confirm the metabolic pathway in pattern baldness patients using hair samples. Our finding improves understanding of pattern baldness and highlights the need to link pattern baldness and sex-related differences.

Metabolites published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Application of 4-Propylphenol.

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

Morgan, William Raymond published the artcileNitrogen inversion of tertiary amines in aqueous acid, Recommanded Product: 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of the American Chemical Society (1970), 92(15), 4527-31, database is CAplus.

The kinetics of the N inversion of 3 tertiary amines was studied in aqueous acid by high-resolution NMR. Line-shape anal. of the AB NMR pattern of methylene protons on each compound provided a measure of the rate of interchange of the magnetic environments of these protons, which results upon the reprotonation of the free base following an odd number of inversions. The inversion rate followed a modification of the first-order protolysis reaction given by Grunwald. Inversion rate constants of 108-109 sec-1 are estimated These are compared to inversion rate constants for N atoms in ring systems. A second-order dependence of inversion on the concentration of amine was also found. The rate law for this inversion process follows very closely the second-order proton exchange reaction for the amine in question. Application of solvent isotope effects to the protolysis rate parameters predicted the observed results of N inversion in D2O.

Journal of the American Chemical Society 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

Montanaro, Sara published the artcilePhotonucleophilic Addition of the ε-Amino Group of Lysine to a Triflusal Metabolite as a Mechanistic Key to Photoallergy Mediated by the Parent Drug, Related Products of alcohols-buliding-blocks, the publication is ChemMedChem (2009), 4(7), 1196-1202, database is CAplus and MEDLINE.

A mechanism for triflusal-induced photoallergy involving complexation of 2-hydroxy-4-trifluoromethylbenzoic acid with site I of human serum albumin and subsequent formation of a covalent adduct by photoreaction between a metabolite and a neighboring lysine residue is proposed. This is supported by the observed photobinding to poly-L-lysine. Thereby, a photoantigen is generated, which is a likely trigger of the immune response. The goal of the work presented herein is to gain deeper insight into the mol. basis of photoallergy mediated by triflusal through its active metabolite, 2-hydroxy-4-trifluoromethylbenzoic acid (HTB). For this purpose, the interaction between HTB and human serum albumin (HSA) was investigated by fluorescence and laser flash photolysis to monitor inclusion into the protein binding sites through variation in the excited-state properties. A remarkable lengthening of HTB triplet lifetime in the presence of HSA was observed The use of oleic acid as a displacement probe clearly suggests the preference for dark binding in site I. The mechanism of photobinding was studied by irradiation of HTB in the presence of amino acids, and, in the case of lysine, a photoadduct was detected that arises from nucleophilic attack by the ε-amino group to the trifluoromethyl substituent of HTB. Accordingly, photobinding of the metabolite to poly-L-lysine was also observed Overall, these results are consistent with a mechanism for triflusal photoallergy involving complexation of HTB to site I of HSA and subsequent formation of a covalent photoadduct with one neighboring lysine residue.

ChemMedChem 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, Related Products of alcohols-buliding-blocks.

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