Author: tianli

Wang, Bing-Lin published the artcileSynthesis of trifluoromethylated analogues of α-L-fucofuranose and α-L-4,6-dideoxyxylohexopyranose, Formula: C4H5F3O, the publication is Journal of Fluorine Chemistry (2006), 127(4-5), 580-587, database is CAplus.

Efficient strategy to trifluoromethylated trans-disubstituted alkene I was developed starting from com. available 4,4,4-trifluoro-3-oxo-butyric acid Et ester. 6-Deoxy-6,6,6-trifluorosugars II and III were synthesized from I in high stereoselectivity and in a straightforward fashion. The key steps were Sharpless asym. dihydroxylation, regioselective ring opening of trifluoromethylated cyclic sulfate, Horner-Wadsworth-Emmons reaction, oxidation and intramol. heterocyclization. It was noteworthy that the oxidation of alcs. followed by deprotection and acetylation gave the single isomer target mols. II and III, resp.

Journal of Fluorine Chemistry published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C7H10N2O2, Formula: C4H5F3O.

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

Liu, Jingping published the artcileFree-Radical-Promoted Dehydrogenative Coupling of Polyfluorinated Alcohol with Quinone, Chromone, and Coumarin, Name: 3,3,3-Trifluoropropan-1-ol, the publication is Organic Letters (2020), 22(12), 4844-4847, database is CAplus and MEDLINE.

A free-radical-mediated dehydrogenative cross-coupling reaction of polyfluorinated alc. with quinone, coumarin, and chromone was developed. It provides a sustainable and practical strategy for installation of fluorine atom into organic mols. by using polyfluorinated alcs.

Organic Letters 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, Name: 3,3,3-Trifluoropropan-1-ol.

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

Xu, Wanling published the artcileElectrochemical hydrogenation of biomass-based furfural in aqueous media by Cu catalyst supported on N-doped hierarchically porous carbon, Synthetic Route of 111-29-5, the publication is Applied Catalysis, B: Environmental (2022), 121062, database is CAplus.

Electrochem. hydrogenation (ECH) is a particularly important and environmentally friendly approach to obtain biomass-based fuels and high value-added fine chems. without using external hydrogen. Herein, we reported a highly efficient and selective ECH of furfural (FF) into furfuryl alc. (FA) with Cu-based electrocatalyst in aqueous alk. media. Under the optimal conditions, FA selectivity close to 100% with 99% FF conversion and total Faradaic efficiency above 95% were obtained with the electrocatalyst. Mechanism investigation suggests an ECH mechanism for FA formation, which is highly potential-dependent to FA selectivity, requiring low and well-matched concentrations between active hydrogen (H_ads) species and FA radical on the Cu surface. Moreover, the electrocatalyst shows an excellent stability and recyclability during the eight-time consecutive recycling experiments, yielding a total amount of 1011 mg FA. This work thus highlights an important guidance for electrocatalytic upgrading of biomass-based platform mols. in an environmentally friendly way.

Applied Catalysis, B: Environmental published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C20H23N3O2S, Synthetic Route of 111-29-5.

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

Xu, Huanjun published the artcileReductive cleavage of inert aryl C-O bonds to produce arenes, COA of Formula: C15H16O3, the publication is Chemical Communications (Cambridge, United Kingdom) (2015), 51(61), 12212-12215, database is CAplus and MEDLINE.

Reductive cleavage of the aryl C-O bonds in various phenolic compounds and aryl ethers was achieved using LiAlH₄ combined with KOtBu and without any other catalysts or additives, solely producing arenes in high yields.

Chemical Communications (Cambridge, United Kingdom) published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C11H10ClNO, COA of Formula: C15H16O3.

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

Pegolotti, J. A. published the artcileAllylic rearrangements. L. Reactions of α- and γ-trifluoromethylallyl alcohols with thionyl chloride and thermal decomposition of the chlorosulfinate intermediates, Synthetic Route of 83706-94-9, the publication is Journal of the American Chemical Society (1961), 3251-8, database is CAplus.

The reactions of α-(trifluoromethyl)allyl alc. (I) and γ-(trifluoromethyl)allyl alc. (II) with SOCl₂ in Et₂O and SOCl₂ were investigated. In the absence of amines, I in either solvent yielded α-(trifluoromethyl)allyl chlorosulfinate (III) only. With I, Bu₃N, and SOCl₂ (equimolar in ether) the products were 68% III and 32% γ-(trifluoromethyl)allyl chloride (IV) after 1 hr. The presence of Bu₃NHCl in the mixture gave small amounts of IV. II and SOCl₂ in ether yielded γ-(trifluoromethyl)allyl chlorosulfinate (V), which slowly gave IV on standing. In the presence of Bu₃N, II and SOCl₂ gave IV exclusively. III and V, the first isolable allylic chlorosulfinates outside of allyl chlorosulfinate itself, were thermally decomposed with no solvent and in n-decane and nitrobenzene and the rates of decomposition measured by the rate of evolution of SO₂ [compound, solvent, decompn, temperature, and rate (10⁵k. sec.^-1, extrapolated to 100°) given]: III, none (3 runs), 108-110° (103°, 105-106°), 6.5 (6.2, 7.3); III, nitrobenzene, 106-108°, 10.0; III, n-decane, 124°, 1.5; V, none (2 runs), 105° (139-142°), 126 (0.27); V, nitrobenzene (2 runs), 115-116° (118-120°), 5.1 (8.8). The insensitivity of the decomposition to solvent was explained in terms of a concerted reaction with predominant covalent character maintained in the intermediate through the rearrangement sequence. II was prepared by the procedure of McBee (CA 49, 10171b). I was prepared by addition of CF₃CHO to the Grignard reagent from vinyl bromide and Mg in tetrahydrofuran; I formed an azeotrope, b. 102-3°, with the solvent. Chromatography of the azeotrope gave I, b. 91.5°, n²⁵_D 1.3450. The α-napthylurethan of I m. 121-3°. Adding 8.9 g. SOCl₂ to 9.4 g. II and 13.9 g. Bu₃N over 30 min. at 0°, stirring 1 hr., then flash distilling gave IV, b. 82.5-83°, n²⁵_D 1.3610. γ-(Trifluoromethyl)allyl n-amyl sulfite (VI) was prepared by adding dropwise over 30 min. a mixture of 3.0 g. II and 1.9 g. anhydrous pyridine to a cooled (-20 to -30°) solution of 5.12 g. n-amyl chlorosulfinate in ether. H₂O was added after 45 min., the layers separated, the ether layer washed, dried, and distilled to yield 2.05 g. VI, b₄ 100-102°, n²⁵_D 1.4099. α-(Trifluoromethyl)allyl n-amyl sulfite (VII) was prepared similarly, b₅ 80-2°, n²⁵_D 1.4030. Addition of 4.86 g. SOCl₂ in ether to a stirred solution of 3.57 g. II in 60 ml. ether at 0° and distillation gave 1.23 g. V, b₆ 55°, n²⁵_D 1.4089. Reaction of V with n-amyl alc. gave VI. Addition of 3.1 g. I to 14.3 g. SOCl₂ and 5.3 g. Bu₃N over 45 min. at 0°, with stirring continued 1 hr., and distillation gave 2.78 g. III, b₃₉ 52°, n²⁵_D 1.4088. Reaction of III with n-amyl alc. gave VII. The refractive indexes of III and V did not change during 5 min. in the refractometer.

Journal of the American Chemical Society published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C4H5F3O, Synthetic Route of 83706-94-9.

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

Wakita, Masahiro published the artcileSun protection by new vitamin C derivatives, Category: alcohols-buliding-blocks, the publication is Fragrance Journal (2021), 49(8), 36-41, database is CAplus.

Photoaging is caused by not only UV, but also blue light and near-IR rays. Reactive oxygen species (ROS) is generated inside our skin when the skin is exposed to these lights. As a result, wrinkles and sagging appear on the skin cause due to collagen and elastin reduced. Avoiding light exposure is the best solution against photoaging, but scavenging ROS is also important as the solution Generally, vitamin C is known as a cosmetic ingredient with strong antioxidant effect that eliminates ROS. However, it has problems of stability in itself and formulation. Therefore, author develops a highly stable vitamin C derivative 3-glyceryl ascorbate (3GA). It has a high stability in itself and formulation, in addition, author confirms its anti-photoaging effect improves wrinkles.

Fragrance Journal 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 C12H16O3, Category: alcohols-buliding-blocks.

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

Tan, Haisong published the artcileExperimental and Theoretical Study of Oxygen Insertion into Trialkylsilanes by Methyltrioxorhenium Catalyst, Quality Control of 17877-23-5, the publication is Organometallics (1999), 18(23), 4753-4757, database is CAplus.

Among the reactions of H₂O₂ that are catalyzed by methyltrioxorhenium, the oxidation of alkylsilanes is unique. It is not a reaction in which an O atom is added to a substrate, but one featuring a net insertion, R₃Si-H + H₂O₂ → R₃Si-OH + H₂O. Kinetics studies were carried out on 10 compounds Rate constants were determined for the bimol. reaction of the silane with the peroxo compound CH₃Re(O)(η²-O₂)₂(H₂O). The variation of rate constant with the alkyl groups R follows two trends: the values of log(k) are linear functions of (a) the stretching frequency of the Si-H group and (b) the total Taft constant for these substituents. The reactions of Bu₃Si-H and Bu₃Si-D exhibit a kinetic isotope effect of 2.1 at 0°. A model for the transition state was formulated in which O-H and Si-O bond making accompany Si-H bond breaking. Quantum mech. calculations were carried out on the gas-phase reaction between Et₃SiH and CH₃Re(O)₂(η²-O₂). These results support this structure, calculating a structure and energy that are in agreement. The theor. activation energy is 28.5 kcal mol^-1, twice the exptl. value in aqueous MeCN, 12.4 kcal mol^-1. The difference can be attributed to the solvation of the polar transition state in this medium.

Organometallics 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 C2H8Cl2N4S2, Quality Control of 17877-23-5.

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

Katakawa, Kazuaki published the artcileSelective Synthesis of Benzyl Enol Ethers of β-Dicarbonyl Compounds in Basic Condition and the Application towards Synthesis of Naphthoquinones, Safety of Triisopropylsilanol, the publication is Heterocycles (2014), 88(1), 817-825, database is CAplus.

Selective synthesis of benzyl enol ether of β-tetronic acids and β-dicarbonyl compounds in basic condition was examined The benzylation of α-methyl-β-tetronic acid with benzyl tosylate in the presence of potassium carbonate selectively gave the benzyl enol ether. The reaction of β-tetronic acid and cyclic 1,3-diketones also gave the O-benzyl adducts preferentially over C,O-dibenzylation. The Diels-Alder reactions of furans derived from the benzyl enol ether of α-methylβ-tetronic acid and benzyne gave functionalized naphthoquinones I (R = PhCH₂, H).

Heterocycles 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, Safety of Triisopropylsilanol.

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

Khammas, A. J. published the artcileSolvent Free Synthesis of N-Substituted Pyrrole Derivatives Catalyzed by Silica Sulfuric Acid, Application of 2-Aminobutan-1-ol, the publication is Russian Journal of General Chemistry (2018), 88(12), 2680-2683, database is CAplus.

Sulfuric acid immobilized on silica gel is used as an efficient catalyst in the synthesis of N-substituted pyrrole derivatives by the Clauson-Kaas pyrrole synthesis. The solvent free reaction mixture is stirred by grinding. Within very short reaction time the process leads to the corresponding products without any decomposition recorded.

Russian Journal of General Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Application of 2-Aminobutan-1-ol.

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

Yoshida, Shota published the artcileEffects of the expectorant drug ambroxol hydrochloride on chemically induced lung inflammatory and neoplastic lesions in rodents, Product Details of C13H19Br2ClN2O, the publication is Journal of Toxicologic Pathology (2018), 31(4), 255-265, database is CAplus and MEDLINE.

Ambroxol hydrochloride (AH) is an expectorant drug used to stimulate pulmonary surfactant and serous airway secretion. Surfactant proteins (SPs) are essential for maintaining respiratory structure and function, although SP expression has also been reported in lung inflammatory and proliferative lesions. To determine whether AH exerts modulatory effects on these lung lesions, we examined its effects on pleural thickening induced by intrathoracic administration of dipotassium titanate (TISMO) in A/JJmsSlc (A/J) mice. We also analyzed the modulatory effects of AH on neoplastic lung lesions induced by 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK) in A/J mice and by N-nitrosobis (2-hydroxypropyl) amine (DHPN) in F344/DuCrlCrj (F344) rats. A/J mice treated with TISMO showed decreased body weight, increased white blood cell (WBC) counts, and pleural thickening caused by pleuritis and poor general condition. However, A/J mice treated with TISMO + 120 ppm showed significant recovery of body weight and WBC counts to the same levels as those of A/J mice not treated with TISMO, although no significant differences were observed in histopathol. changes including the immunohistopathol. expression of IL-1β in the lung and maximum pleural thickness regardless of AH treatment. In the NNK and DHPN experiments, no significant differences in body weight, hematol., plasma biochem., and histopathol. changes were associated with AH concentration These results suggest that AH potentially exerts anti-inflammatory effects but does not have a direct suppressive effect on lung tumorigenesis in rodents.

Journal of Toxicologic Pathology published new progress about 23828-92-4. 23828-92-4 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Sodium Channel, name is trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, and the molecular formula is C14H28O5S, Product Details of C13H19Br2ClN2O.

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