Author: tianli

Kitazume, Tomoya published the artcileUltrasound-promoted selective perfluoroalkylation on the desired position of organic molecules, HPLC of Formula: 83706-94-9, the publication is Journal of the American Chemical Society (1985), 107(18), 5186-91, database is CAplus.

Perfluoroalkylzinc iodides or bromides were prepared from perfluoroalkyl iodides or bromides and Zn powder in DMF or THF with ultrasonic irradiation, and were used as regioselective perfluoroalkylating reagents for the preparation of a wide variety of perfluoroalkylated compounds Ultrasound-promoted asym. induction with a perfluoroalkyl group on the asym. carbon was achieved by reaction of perfluoroalkyl halides with optically active enamines in the presence of zinc powder and dichlorobis(π-cyclopentadienyl)titanium.

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, HPLC of Formula: 83706-94-9.

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

Otsuka, Takashi published the artcilePractical Selective Hydrogenation of α-Fluorinated Esters with Bifunctional Pincer-Type Ruthenium(II) Catalysts Leading to Fluorinated Alcohols or Fluoral Hemiacetals, HPLC of Formula: 2240-88-2, the publication is Journal of the American Chemical Society (2013), 135(26), 9600-9603, database is CAplus and MEDLINE.

Selective hydrogenation of fluorinated esters with pincer-type bifunctional catalysts RuHCl(CO)(dpa) 1a, trans-RuH₂(CO)(dpa) 1b, and trans-RuCl₂(CO)(dpa) 1c (I; X = H, Cl; H, H; Cl, Cl, resp.) under mild conditions proceeds rapidly to give the corresponding fluorinated alcs. or hemiacetals in good to excellent yields. Under the optimized conditions, the hydrogenation of chiral (R)-2-fluoropropionate proceeds smoothly to give the corresponding chiral alc. without any serious decrease of the ee value.

Journal of the American Chemical Society 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, HPLC of Formula: 2240-88-2.

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

Yoshikawa, Chisato published the artcileConstruction of 7-diethylaminocoumarins promoted by an electron-withdrawing group, Recommanded Product: 2-Phenylethanethiol, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(7), 608-611, database is CAplus.

The coumarin skeleton has been a focus of attention for many years, and its fluorescence properties vary depending on the substituents. Fluorescent coumarin derivatives I (R = OMe, diethylaminyl; R¹ = (2-phenylethyl)sulfanyl, phenyloxidanyl, (2-phenylethyl)oxidanyl, etc.) are useful tools for many strategies and have been developed for their synthesis. Although 7-diethylaminocoumarins I has excellent fluorescence properties, it is unstable. A facile strategy for the synthesis of 7-diethylaminocoumarin derivatives I by increasing the electrophilicity of the ynone moiety to promote nucleophilic addition reactions and cyclization have been developed. The reaction tolerates a variety of substitutions at the 4-position.

Chemical & Pharmaceutical Bulletin 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 C12H15ClO3, Recommanded Product: 2-Phenylethanethiol.

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

Fuse, Hiromu published the artcileIdentification of a Self-Photosensitizing Hydrogen Atom Transfer Organocatalyst System, SDS of cas: 111-29-5, the publication is Journal of the American Chemical Society (2022), 144(14), 6566-6574, database is CAplus and MEDLINE.

Organocatalyst systems to promote the cleavage of stable C-H bonds, such as formyl, α-hydroxy and benzylic C-H bonds, through a hydrogen atom transfer (HAT) process without the use of exogenous photosensitizers have been developed. An electronically tuned thiophosphoric acid, 7,7′-OMe-TPA, were assembled with substrate or co-catalyst N-heteroaromatics through hydrogen bonding and π-π interactions to form electron donor-acceptor (EDA) complexes. Photoirradiation of the EDA complex induced stepwise, sequential single-electron transfer (SET) processes to generate a HAT-active thiyl radical. The first SET were from the electron-rich naphthyl group of 7,7′-OMe-TPA to the protonated N-heteroaromatics and the second proton-coupled SET (PCET) from the thiophosphoric acid moiety of 7,7′-OMe-TPA to the resulting naphthyl radical cation. Spectroscopic studies and theor. calculations characterized the stepwise SET process mediated by short-lived intermediates. This organocatalytic HAT system were applied to four different carbon-hydrogen (C-H) functionalization reactions, hydroxyalkylation and alkylation of N-heteroaromatics, acceptorless dehydrogenation of alcs. and benzylation of imines, with high functional group tolerance.

Journal of the American Chemical Society 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 C5H12O2, SDS of cas: 111-29-5.

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

Jaya, Gladys Tiffany published the artcileOne-pot conversion of lignocellulosic biomass to ketones and aromatics over a multifunctional Cu-Ru/ZSM-5 catalyst, Quality Control of 645-56-7, the publication is Applied Catalysis, B: Environmental (2022), 121368, database is CAplus.

The complete conversion of lignocellulosic biomass to selective and highly valuable chems. is challenging because of its inertness and complexity. Herein, we report a direct chemocatalytic route for the complete one-pot conversion of raw woody biomass to cyclic ketones and aromatic monomers over a multifunctional bi-metallic Cu-Ru catalyst on HZSM-5 (Cu-Ru/Z). The Si/Al ratio of HZSM-5 plays an effective role in the product distribution. High-yield ketones (60.9% based on carbon in holocellulose) and aromatics (28.4% based on carbon in lignin) were produced in an aqueous medium. Three strategies, metal domain encapsulation inside the zeolitic framework, SiO₂ layer coating, and carbon layer coating, were employed to overcome the weak hydrothermal stability associated with HZSM-5. The carbon-coated Cu-Ru/Z catalyst exhibited high stability up to three reaction cycles. Optimization of the reaction conditions, reaction mechanisms for the selective ketone synthesis, and catalyst deactivation mechanisms are discussed.

Applied Catalysis, B: Environmental 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, Quality Control of 645-56-7.

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

Kato, Yuichi published the artcileDeoxygenation of tertiary and secondary alcohols with sodium borohydride, trimethylsilyl chloride, and potassium iodide in acetonitrile, Name: 9-Phenyl-9H-xanthen-9-ol, the publication is Tetrahedron Letters (2021), 153519, database is CAplus.

In this study, a deoxygenation method was developed for tertiary and secondary alcs., ROH [R = triphenylmethyl, 9-phenyl-9H-xanthen-9-yl, bis(4-methoxyphenyl)(thiophen-2-yl)methyl, etc.] using trimethylsilane and trimethylsilyl iodide generated in situ from sodium borohydride and trimethylsilyl chloride, and trimethylsilyl chloride and potassium iodide, resp. In this method, tertiary and secondary alcs., which provided stable carbocations, were converted into the corresponding alkanes RH. This paper also presents the optimization of the reaction conditions, the reaction mechanism, as well as the scope and limitations of the method.

Tetrahedron Letters 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

Kobayashi, Takashi published the artcileNovel 2-amino-1,4-dihydropyridine calcium antagonists. I. Synthesis and antihypertensive effects of 2-amino-1,4-dihydropyridine derivatives having nitroxyalkoxycarbonyl groups at 3- and/or 5-position, Name: 2-(Benzyl(methyl)amino)ethanol, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(5), 788-96, database is CAplus and MEDLINE.

Novel 2-amino-1,4-dihydropyridine derivatives, e.g. I (R¹ and R² = nitroxyalkyl, alkyl, N-methyl-N-benzylaminoethyl, R³ = 2- or 3-NO₂C₆H₄, 2,3-Cl₂C₆H₃, 2- or 3-CF₃C₆H₄) were synthesized and their pharmaceutical effect was evaluated in spontaneously hypertensive rats. The structure-activity relationships are discussed in terms of potency, onset-rapidity, and duration of antihypertensive activity. Remarkably prolonged duration of antihypertensive action was observed when a tertiary amino group was introduced on either side of an ester chain.

Chemical & Pharmaceutical Bulletin 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, Name: 2-(Benzyl(methyl)amino)ethanol.

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

Kobayashi, Takashi published the artcileNovel 2-amino-1,4-dihydropyridine calcium antagonists. II. Synthesis and antihypertensive effects of 2-amino-1,4-dihydropyridine derivatives having N,N-dialkylaminoalkoxycarbonyl groups at 3- and/or 5-position, COA of Formula: C10H15NO, the publication is Chemical & Pharmaceutical Bulletin (1995), 43(5), 797-817, database is CAplus and MEDLINE.

Novel 2-amino-1,4-dihydropyridine derivatives, e.g. I (R¹ and R² = N,N-dialkylaminoalkyl, 1-benzylpiperidin-3-yl, 1-benzhydrylazetidin-3-yl, Me, iso-Pr, R³ = 3-NO₂C₆H₄, 2,3-Cl₂C₆H₃, 3-CF₃C₆H₄, R⁴= NH₂, CH₃) were synthesized and their antihypertensive effects were evaluated in spontaneously hypertensive rats. Remarkably prolonged duration of antihypertensive action was observed when a tertiary amino group was introduced into either the 3- and 5-ester side-chain of the 1,4-dihydropyridine ring. In particular, the compounds containing cyclic amino moieties at the 3-position showed greater potency than those with acyclic amino moieties. Chem. modification studies indicated that the two ester side-chains of 1,4-dihydropyridine at the 3- and 5-position might function in a different manner in relation to the antihypertensive activities. CS-905, I (R¹ = 1-benzhydrylazetidin-3-yl, R² = iso-Pr, R³ = 3-NO₂C₆H₄, R⁴ = NH₂) exhibited potent and long-lasting antihypertensive effects with gradual onset of action, and is a promising candidate as an antihypertensive drug.

Chemical & Pharmaceutical Bulletin 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, COA of Formula: C10H15NO.

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

Stellato, Michael J. published the artcilePore blocking by phenolates as deactivation path during the cracking of 4-propylphenol over ZSM-5, HPLC of Formula: 645-56-7, the publication is Catalysts (2021), 11(6), 721, database is CAplus.

Cracking of Pr side chains from 4-propylphenol, a model compound for lignin monomers, is studied for a com. ZSM-5 zeolite catalyst. The decline of 4-propylphenol conversion with time on stream can be delayed by co-feeding water. FTIR spectroscopy shows the formation of chemisorbed phenolates during reactions and significant amounts of phenolics are detected by GC-MS of the extract from the spent catalysts. Thus, chemisorbed phenolates are identified as the main reason for deactivation in the absence of water. Regardless of the amount of co-fed water, substituted monoaroms. and polyaromatic species are formed. Comprehensive characterization of the spent catalysts including Raman and solid-state ²⁷Al NMR spectroscopy, and thermogravimetric anal. points to a combination of deactivation processes. First, phenolates bind to Lewis acid sites within the zeolite framework and hinder diffusion unless they are hydrolyzed by water. In addition, light olefins created during the cracking process react to form a polyaromatic coke that deactivates the catalyst more permanently.

Catalysts 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 C7H7ClN2S, HPLC of Formula: 645-56-7.

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

Winstein, S. published the artcileThe role of neighboring groups in replacement reactions. XVIII. Migration of the methoxyl group, Safety of 2-Methyl-3-bromo-2-butanol, the publication is Journal of the American Chemical Society (1952), 1160-4, database is CAplus.

cf. C.A. 45, 4661f. A result of participation of a functional neighboring group in a replacement process is migration of the neighboring group. Such a migration of a MeO group occurs in the solvolysis of Me₂C(OMe)CHBrMe (I), which solvolyzes to give Me₂C(OH)CH(OMe)Me (II). EtMe₂COH with H₂SO₄ yielded Me₂C:CHMe (III), b₇₅₂ 38.7-8.9°, n_D²⁵ 1.3845. III (175 cc.) added dropwise to 224 g. N-bromosuccinimide (IV) in 2 1. MeOH, the mixture let stand overnight, added to 2 1. saturated NaCl, and the oil extracted with Et₂O yielded 227 g. I, b₄₀ 69-9.5°, n_D²⁵ 1.4533, d₂₅ 1.2632. MR_D is given for the compounds prepared Me₂CHCH(OH)Me, b₇₆₀ 111.8-11.9°, and 6.9 g. Na refluxed in 250 cc. petr. ether (b. 150-90°), the solution treated with 42.5 g. MeI and refluxed 1 h. yielded 13.9 g. 3-methoxy-2-methylbutane, b₇₆₀ 83-3.5°, n_D²⁰ 1.3838, n_D²⁵ 1.3812, d₂₅ 0.7542. I (36.2 g.), 250 cc. MeOH, 10 g. Pd-CaCO₃, and 17 g. KOH shaken 24 h. with H at 1 atm., the solution filtered, added to 250 cc. water, and extracted with petr. ether yielded 10.6 g. Me₂C(OMe)Et, b₇₆₀ 85-6.5°, n_D²⁰ 1.3885. III (230 cc.) added dropwise during 20 min. to 270 g. IV in 21. water, the mixture stirred 1 h., and extracted the next day with Et₂O, yielded 81.1 g. 2,3-epoxy-2-methylbutane (V), b₇₆₀ 73-3.3°, n_D²⁵ 1.3822, d₂₅ 0.8000. MeCH(OMe)CO₂Me, b₇₄₇ 129-30°, n_D²⁵ 1.3957, d₂₅ 0.9948, (0.45 mol) with 1 mol Me Grignard reagent yielded 21.8 g. II, b₇₅₂ 129.5-30°, n_D²⁵ 1.4100, d₂₅ 0.8877; V with Na yielded 53% II. V (33.2 g.) in 155 cc. MeOH treated with 2 drops H₂SO₄ yielded 34.6 g. 3-methyl-3-methoxy-2-butanol (VI), b₇₆₀ 143-4°, n_D²⁵ 1.4193, 0.9151. I (90.5 g.), 30 g. CaCO₃, and 400 cc. water treated dropwise during 20 min. with 95 g. AgNO₃, the mixture stirred 4 h. and extracted with Et₂O yielded 35.3 g. II, and 6.4 g. Me₂CHCOMe, b₇₆₀ 92-5° (2,4-dinitrophenylhydrazone, m. 122-2.5°); VI gave 80% recovered alc., b₇₆₀ 141-4°, and II gave 80.6% recovered alc., b₇₆₀ 129-30°. I (90.5 g.), 92 g. AgNO₃, and 500 cc. AcOH stirred 1 h. at 90-110°, the mixture filtered, and the filtrate neutralized with 6N KOH under Et₂O yielded 16.8 g. II, b₇₅₂ 129.5-30°. VI (20 g.), 20 g. Ac₂O, and 50 cc. pyridine refluxed 1 h. yielded 22 g. acetate, b₅₀ 85°, n_D²⁵ 1.4122, d₂₅ 0.9456. VI (32.1 g.) and 6.25 g. Na dissolved in 250 cc. refluxing petr. ether (b. 230-60°) and the solution treated with 39 g. MeI in 100 cc. Et₂O and refluxed 30 min. yielded 17.3 g. 2,3-dimethoxy-2-methylbutane (VII), b₇₆₀ 125-5.5°, n_D²⁵ 1.4026, d₂₅ 0.8571. I (95.5 g.) in 500 cc. MeOH refluxed 2 h. with 70 g. Ag₂O yielded 44.8 g. VII, b₇₆₀ 125-6°, n_D²⁵ 1.4018. III (53 cc.), 89 g. IV, and 1.5 1. water stirred 1.5 h. in an ice bath, the mixture saturated with NaCl, and extracted with Et₂O, yielded 67.33 g. trimethylethylene bromohydrin (Me₂C(OH)CHBrMe) (VIII), b₁₀ 48-51°, n_D²⁵ 1.4712. AgNO₃ (9.35 g.) in 200 cc. water added dropwise to 88.5 g. VIII and 84 g. NaHCO₃ in 300 cc. water during 1 h., the mixture stirred 1 h., extracted with Et₂O, the Et₂O partially distilled, the residue shaken with 42 g. NaHCO₃ and 47 g. AgNO₃ in 200 cc. water extracted with Et₂O, and the extract distilled, yielded 21.90 g. V, b₇₆₀ 72-3°, n_D²⁵ 1.3826, and 1.95 g. Me₂CHCOMe, b₇₆₉ 90-6° (2,4-dinitrophenylhydrazone, m. 122-2.5°).

Journal of the American Chemical Society published new progress about 2588-77-4. 2588-77-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 2-Methyl-3-bromo-2-butanol, and the molecular formula is C10H15BO4, Safety of 2-Methyl-3-bromo-2-butanol.

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