Category: alcohols-buliding-blocks

Weinstock, Leonard M. published the artcileSynthesis of the β-adrenergic blocking agent timolol from optically active precursors, SDS of cas: 30165-97-0, the publication is Journal of Organic Chemistry (1976), 41(19), 3121-4, database is CAplus and MEDLINE.

The β-adrenergic blocking agent, trimolol (I), was prepared from R-glyceraldehyde via catalytic hydrogenation over Pd in the presence of Me3CNH2. Treating with PHCHO and then with II in the presence of Me3COK and acid hydrolysis gave 50% I.

Journal of Organic Chemistry published new progress about 30165-97-0. 30165-97-0 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Thiadiazole,Alcohol, name is 4-Morpholino-1,2,5-thiadiazol-3-ol, and the molecular formula is C9H9NO, SDS of cas: 30165-97-0.

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

Rahaman, Rubina published the artcileDioxygen reactivity of iron(II)-gentisate/1,4-dihydroxy-2-naphthoate complexes of N4 ligands: oxidative coupling of 1,4-dihydroxy-2-naphthoate, Synthetic Route of 86-48-6, the publication is Dalton Transactions (2019), 48(45), 16993-17004, database is CAplus and MEDLINE.

The influence of supporting ligands and co-ligands on the dioxygen reactivity of Fe(II) complexes, [(6-Me₃-TPA)Fe^II(GN-H)]⁺ (1), [(6-Me₃-TPA)Fe^II(DHN-H)]⁺ (1a), [(BPMEN)Fe^II(GN-H)]⁺ (2), [(BPMEN)Fe^II(DHN-H)]⁺ (2a), [(TBimA)Fe^II(GN-H)]⁺ (3), and [(TBimA)Fe^II(DHN-H)]⁺ (3a) (GN-H₂ = 2,5-dihydroxybenzoic acid and DHN-H₂ = 1,4-dihydroxy-2-naphthoic acid) of N4 ligands, is presented. The Fe(II)-gentisate complexes react with dioxygen to afford the corresponding Fe(III) species. On the contrary, DHN-H undergoes oxidative C-C coupling to form [2,2′-binaphthalene]-1,1′,4,4′-tetrone 3-hydroxy-3′-carboxylic acid (BNTHC) on 1a, and [2,2′-binaphthalene]-1,1′,4,4′-tetrone 3,3′-dicarboxylic acid (BNTD) on 2a and 3a. In each case, the reaction proceeds through an Fe(III)-DHN species. The x-ray single crystal structures of [(6-Me₃-TPA)Fe^II(BNTD)] (1^Ox) and [(BPMEN)Fe^II(BNTD)] (2^Ox) confirm the coupling of two DHN-H mols. The formation of Fe(III) product without any coupling of co-ligand from the complexes, [(BPMEN)Fe^II(HNA)]⁺ (2b) and [(BPMEN)Fe^II(5-OMeSA)]⁺ (2c) (HNA = 1-hydroxy-2-naphthoate, 5-OMeSA = 5-methoxysalicylate) confirms the importance of para-hydroxy group for the coupling reaction. The unusual coupling of DHN-H by the Fe(II) complexes of the neutral N4 ligands is distinctly different from the oxygenolytic aromatic C-C cleavage of DHN by the Fe(II) complex of a facial N3 ligand.

Dalton Transactions published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Synthetic Route of 86-48-6.

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

Kawabata, Takeo published the artcileA Catalytic One-Step Process for the Chemo- and Regioselective Acylation of Monosaccharides, SDS of cas: 85618-21-9, the publication is Journal of the American Chemical Society (2007), 129(42), 12890-12895, database is CAplus and MEDLINE.

An organo-catalytic method for the chemo- and regioselective acylation of monosaccharides has been developed. Treatment of octyl β-D-glucopyranoside with isobutyric anhydride in the presence of 10 mol % of a C₂-sym. chiral 4-pyrrolidinopyridine catalyst at -50 °C gave the 4-O-isobutyryl derivative as the sole product in 98% yield. Thus, chemoselective acylation, favoring a secondary hydroxyl group in the presence of a free primary hydroxyl group, and regioselective acylation, favoring one of three secondary hydroxyl groups, took place with perfect selectivity. A competitive acylation between octyl β-D-glucopyranoside and a primary alc. (2-phenylethanol) with 1.1 equiv of isobutyric anhydride in the presence of 4-pyrrolidinopyridine catalyst gave the 4-O-isobutyrate of octyl β-D-glucopyranoside with 99% regioselectivity in 98% yield, which indicates that acylation of the secondary hydroxyl group at C(4) of the carbohydrate proceeds in an accelerative manner. A possible mechanism, involving multiple hydrogen-bonding between 4-pyrrolidinopyridine catalyst and the monosaccharide, is proposed for the chemo- and regioselective acylation.

Journal of the American Chemical Society 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, SDS of cas: 85618-21-9.

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

Ueda, Yoshihiro published the artcileFunctional Group Tolerance in Organo-Catalytic Regioselective Acylation of Carbohydrates, SDS of cas: 85618-21-9, the publication is Journal of Organic Chemistry (2009), 74(22), 8802-8805, database is CAplus and MEDLINE.

Organo-catalytic regioselective acylation of mono- and disaccharides with various functionalized acid anhydrides has been developed. Acylation of octyl β-D-glucopyranoside with acid anhydrides derived from α-amino acids, cinnamic acid, and gallic acid took place at C(4)-OH with 67-94% regioselectivity in the presence of catalyst I. Regioselective acylation of disaccharides with functionalized acid anhydrides was also achieved with 78-94% selectivity. Especially, a disaccharide with seven free hydroxy groups (X = OH, R’ = H) underwent acylation at C(4)-OH with 78% regioselectivity in the presence of I. Thus, functional group tolerance in the regioselective acylation catalyzed by I was found to be high.

Journal of Organic Chemistry 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 C9H6BrNO, SDS of cas: 85618-21-9.

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

Ahfad, Neda published the artcileA naphthylamide based fluorescent probe for detection of Al³⁺, Fe³⁺, and CN^– with high sensitivity and selectivity, Product Details of C11H8O3, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2020), 117753, database is CAplus and MEDLINE.

A naphthylamide based fluorescent chemosensor, N,N′-(1,2-phenylene)bis(1-hydroxy-2-naphthamide) (H₄L), for detection of Fe³⁺ and Al³⁺ cations as well as CN^– anion is reported. This compound has been synthesized by a novel and facile synthetic method with high yield and characterized by FT-IR, ¹H NMR, elemental anal., and UV-Vis spectroscopy. It could detect Fe³⁺ and Al³⁺ ions in different media with different excitation and emission wavelengths. In DMSO solution, H₄L showed selective ON-OFF quenching of its 451 nm emission in the presence of Fe³⁺. On the other hand, in DMF solution, H₄L exhibited selective OFF-ON fluorescence upon the addition of Al³⁺, the intensity at 429 nm increases drastically by 24-fold. Also, among the anions, the probe can selectively distinguish CN^– by deprotonation of OH and NH groups, as proved by ¹H NMR titration TD-DFT calculation supports the UV-Vis and fluorescence measurements of the chemosensor.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Product Details of C11H8O3.

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

Sobhi, Hamid Reza published the artcileApplication of a modified MWCNT-based d-μSPE procedure for determination of bisphenols in soft drinks, Computed Properties of 80-09-1, the publication is Food Chemistry (2022), 132644, database is CAplus and MEDLINE.

Herein, a facile dispersive micro-solid phase extraction (d-μSPE) procedure using carboxylated multi-walled carbon nanotubes modified with silver nanoparticles (Ag/MWCNTs-COOH) was successfully developed for the adsorption and subsequent determination of low levels of two well-known contaminants, namely bisphenol A and S (BPA and BPS) in water and soft drink samples. The detection and measurement of the above-mentioned compounds were performed by HPLC-UV instrument. The applied d-μSPE procedure has several advantages such as rapidity, high degree of sensitivity, precision and efficiency. A combination of polar/non-polar interactions seems to play a key role in the adsorption process. Under the optimized conditions, the calibration curves were linear over the concentration range of 1-500μg/L for the both targets. The practical limit of quantifications (LOQ) for the both analytes were determined to be 1.0μg/L. The average relative recoveries obtained from the fortified samples varied between 92 and 110% with the relative standard deviations (RSD%) of 2.9-9.5%.

Food Chemistry 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 C6H5BrN4, Computed Properties of 80-09-1.

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

Mallah, Ramnath R. published the artcileNon-linear optical response of meso hybrid BODIPY: Synthesis, photophysical, DFT and Z scan study, COA of Formula: C11H8O3, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2019), 126-140, database is CAplus and MEDLINE.

Hybrid meso BODIPY dyes are synthesized and their linear and nonlinear optical properties are studied. Time-resolved fluorescence lifetime decay is identical for all dyes irresp. of meso substituents. The Z-scan experiment performed to calculate the nonlinear absorption coefficient (β) and 3rd-order nonlinear susceptibility (χ³). Global hybrid (B3LYP and BHHLYP) and range-separated hybrid (CAM-B3LYP) functional with the basis set 6-311++G(d,p) was employed to determine the theor. linear and nonlinear optical properties. The computed β₀ value of all the 3 dyes is superior to that of urea (βo = 0.371 × 10^-30 esu). Introduction of meso substituent directly affects the polarizability and 2nd-order hyperpolarizability of the dyes. Thermal and reorientational effect of the studied NLOphoric dyes were studied.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, COA of Formula: C11H8O3.

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

Estrada, Ernesto published the artcileAutomatic extraction of structural alerts for predicting chromosome aberrations of organic compounds, COA of Formula: C8H19NO, the publication is Journal of Molecular Graphics & Modelling (2006), 25(3), 275-288, database is CAplus and MEDLINE.

We use the topol. sub-structural mol. design (TOPS-MODE) approach to formulate structural alert rules for chromosome aberration (CA) of organic compounds First, a classification model was developed to group chems. as active/inactive respect to CA. A procedure for extracting structural information from orthogonalized TOPS-MODE descriptors was then implemented. The contributions of bonds to CA in all the mols. studied were then generated using the orthogonalized classification model. Using this information we propose 22 structural alert rules which are ready to be implemented in expert systems for the automatic prediction of CA. They include, among others, structural alerts for N-nitroso compounds (ureas, urethanes, guanidines, triazines), nitro compounds (aromatic and heteroaromatic), alkyl esters or phosphoric acids, alkyl methanesulfonates, sulfonic acids and sulfonamides, epoxides, aromatic amines, azaphenanthrene hydrocarbons, etc. The chemico-biol. anal. of some of the structural alerts found is also carried out showing the potential of TOPS-MODE as a knowledge generator.

Journal of Molecular Graphics & Modelling 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, COA of Formula: C8H19NO.

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

Carnero Ruiz, C. published the artcileCharacterization of mixed nonionic surfactants n-octyl-β-D-thioglucoside and octaethylene-glycol monododecyl ether: Micellization and microstructure, Computed Properties of 85618-21-9, the publication is Journal of Colloid and Interface Science (2011), 361(1), 178-185, database is CAplus and MEDLINE.

Mixed micelles of n-octyl-β-D-thioglucoside (OTG) and octaethylene-glycol monododecyl ether (C₁₂E₈), two nonionic surfactants belonging to the alkyl glucosides and polyoxyethylene alkyl ether families, resp., were studied by using light scattering and fluorescence probe techniques. From the determination of the critical micelle concentration (cmc), by the well-established pyrene 1:3 ratio method, the mixed system behaves ideally, the micellization process being clearly controlled by the ethoxylated surfactant. The micellar hydrodynamic radius as a function of temperature, composition and concentration was obtained by dynamic light scattering measurements. The micellar size increases with temperature, this growth being more pronounced as the relative proportion of the ethoxylated surfactant was increased. The behavior of the micellar size with the total surfactant concentration also is dependent on temperature and composition The clouding temperature, characteristic of the ethoxylated surfactants, was increased with the addition of the sugar surfactant. Lastly, possible structural changes in the micellar palisade layer were examined by steady-state fluorescence anisotropy in conjunction with time-resolved fluorescence studies with the hydrophobic probe coumarin 6 (C6). The participation of the ethoxylated surfactant induces a slightly more polar palisade layer, whereas the probe carries out a faster rotational reorientation as a result of a less compact environment. All these observations were attributed to the different structure of the head groups of both surfactants and, as a consequence, to their different hydration.

Journal of Colloid and Interface Science 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, Computed Properties of 85618-21-9.

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

Hierrezuelo, J. M. published the artcileOn the Urea Action Mechanism: A Comparative Study on the Self-Assembly of Two Sugar-Based Surfactants, Synthetic Route of 85618-21-9, the publication is Journal of Physical Chemistry B (2009), 113(20), 7178-7187, database is CAplus and MEDLINE.

Studies on the effect of urea on micelle formation and structure of n-octyl-β-D-thioglucoside (OTG) and N-decanoyl-N-methylglucamide (MEGA-10) were carried out by using the steady-state and time-resolved fluorescence techniques, together with combined static and dynamic light scattering measurements. A similar increase in the critical micelle concentration with the urea addition was observed for both surfactants. This behavior was attributed to a rise in the solubility of hydrocarbon tails and the increase of solvation of the headgroup of the surfactants in the presence of urea. Structural studies mainly based on the anal. of the hydrodynamic radius and aggregation number of micelles revealed that urea induces changes much more significant on micelles of OTG. Particularly, it was found that, whereas the surface area per headgroup of OTG increases with the urea concentration, it does decrease in the case of MEGA-10. This fact suggests that different action mechanisms operate for both surfactants. Accordingly, investigations on the micellar microstructure based on the study of microenvironmental properties such as micropolarity and microviscosity also indicated a more pronounced effect in the case of OTG. Although changes were not observed in the hydrophobic inner region of both micellar systems, a significant increase of polarity and viscosity in the micellar interface of OTG suggests a direct participation of urea in the micellar solvation layer. The differences between the observed behaviors for both micellar systems were interpreted on the basis of two features: the weaker hydration and greater rigidity of the OTG headgroup as compared with MEGA-10.

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, Synthetic Route of 85618-21-9.

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